Vacation Rentals By Owner In Siesta Key, FL

$620.27

Crescent Arms Villa 15 Siesta Key Florida

Siesta Key, Florida, United States

THIS unit has been completely remodeled however it is no longer accepting new reservations at this time. CA V15 Welcome to Crescent Arms on beautiful siesta key Florida. If you are looking for your vacation to be on the best beach and have the most beautiful sunsets, then you are in luck.brThis unit Features:brBeach front property! No loading up a car or crossing streets just walk out of the building onto the sand! 2 Bedroom 2 bathroom. Sleeps up to 6 people. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:brHeated pool, Private Beach, BBQ area with gas grills. Beach chairs provided. Beach personnel you can rent an umbrella from. Beach towels included. Bed linens and bath towels included. We do not have a linen service if you would like fresh linen you will have to wash them. Coin operated laundry in the tower buildings. Villas have washers and dryers in the garage. brNO GOLF CARTS, Trailers, motorcycles, mopeds, boats If you want to enjoy the sugar-white sand of Crescent Beach, shop or just relax by the pool, located directly on the beach side of Midnight Pass Road, we offer something for everyone: Wi-Fi, cable television, generous closet space, a lanai or glassed-in porch and a fully furnished kitchen. brCrescent Arms features: Easy access on and off the Island! Fully Furnished, Gated Condominiums Private Beach Access with Chairs No smoking and no pets, please! brThere is a seven-night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM We strongly encourage you to get rental insurance in case of any problems that may occur. Your Florida Vacation Awaits You.

2

Bed

2

Bath

6

Sleeps

$298.03

/ Nightly

Condo

Gulf and Bay Club C301 by Tropical Sands Accommodations

Siesta Key, Florida, United States

Gulf and Bay Club C301 by Tropical Sands AccommodationsbrCondo in Sarasota, FloridabrbrYour beach escape awaits at Gulf and Bay Club C301! This two-bedroom and two-bath condo is the perfect retreat with various community amenities, including community pools, outdoor activities, private beach access, and highlights a private screened-in lanai with a dining table overlooking the condominium lake.brbrHighlights br• Private Beach Access br• Shared pools br• Tennis, pickleball, Racquetball, basketball, and shuffleboard courts br• Fitness Center br• Community electric vehicle chargers brbrInside is a beautiful living space with a comfy, modern sofa a smart TV, a fully equipped kitchen, and a dining area. Your primary bedroom is a tropical oasis with high-end furnishings, a plush king-sized bed, and an ensuite bathroom with a walk-in shower. The second bedroom is equally comfortable, with two queen beds and easy access to the hall bath with a walk-in shower. A washer and dryer are available for guest use.brbrGulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. This complex features three heated pools, saunas, a hot tub, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes. Gulf & Bay Club C301 is a true gem and we cannot wait to have you as our guest and provide you and your loved ones with an incredible stay.

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Sleeps

$468.41

/ Nightly

Private Vacation Home

Stunning 2 Bedroom/ 1 Bath in Siesta Key, Quick Walk to Beach and Pool!

Siesta Key, Florida, United States

Sun and Sea, 2-bedroom, 1-bath, is a stunning remodel. Featuring a queen bed in the master, and two twins in the second bedroom, this lovely home can sleep up to 4. Inside, you’ll find top of the line stainless appliances, granite counter tops, cabinets and kitchen drawers, full-size washer and dryer in each unit. Sun and Sea is a Siesta Key duplex with private and gated Beach Access, just steps away to the beautiful crystal sands and community pool located at Calini Beach Club, directly in the heart of the vibrant South Siesta Key Village. You won't need a car, with such easy and close access to the beach and across from the Village which features numerous restaurants, including the Daiquiri Deck, bars, pharmacy, full-service grocery and much more - this is the epitome of your dream island vacation property!brbrBedroom 1- QueenbrBedroom 2- 2 TwinbrLiving Room - Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles,brWifi,brParking,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool Access,brAccess to Siesta Beach Pickleball Courts,brFree-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $500

Bed

Bath

Sleeps

$377.45

/ Nightly

Private Vacation Home

REMODELED, Heated Pool and Spa, POOL Table, games, bikes included!

Siesta Key, Florida, United States

Brisas Del Mar by Siesta Key Luxury Rental Properties brVacation Rental License #VR22-00121brbrWelcome to Brisas Del Mar, a modern coastal retreat featuring four bedrooms and three bathrooms split between a main house and a private guest house, perfect for families or groups of friends traveling together. Located 2 miles to Siesta Key Beach and just a quick bike or trolley ride to Siesta Key Village, this inviting home offers a private pool, outdoor kitchen, and stylish interiors for an elevated island getaway on Florida’s Gulf Coast. brbrHighlights br• 2 miles to Siesta Key Beach br• 4 Bedrooms, 3 Bathrooms br• 2 Kings, 3 Queens, Sleeper Sofa br• Private Pool with Waterfall Feature and Hot Tub br• Guest House with Separate Living Space br• Outdoor Kitchen and Dining Area br• Outdoor Showerr br• Pool Table and Bicycles br• 4 Parking Spaces brbrDesigned for seamless indoor outdoor living, Brisas Del Mar offers a private tropical oasis perfect for entertainment and relaxation. The sparkling pool features a tranquil waterfall, in-ground spa, and cozy loungers ideal for reading, sunbathing, or enjoying an afternoon siesta. A covered patio with an outdoor TV sets the stage for casual lounging, while the full outdoor kitchen and dining table invite guests to share meals in the warm Gulf breeze. This home also includes a guest house, providing added privacy for extended families, couples, or friends. Bicycles, a pool table, and spacious indoor living areas ensure guests of all ages stay entertained throughout their Siesta Key vacation. brbrInside the main house, guests are welcomed by a bright and open living room featuring a large sectional and TV for movie nights. A separate den offers a pool table and additional lounging space. The modern kitchen is equipped with stainless steel appliances, cooking essentials, and sweeping granite countertops with bar seating. A dining table sits just off the kitchen, creating a perfect place for shared meals. An additional living area with a sleeper sofa and TV provides extra room for games, relaxation, or accommodating larger groups comfortably. brbrThe primary suite offers chic decor, a desk for those needing a quiet workspace, and private doors opening directly to the pool area. Its ensuite bathroom features a double vanity and a floor to ceiling tiled walk-in shower. Two additional bedrooms in the main house, a king room and a queen room, are designed with comfort in mind; featuring built-in closet storage and TVs for late-night entertainment. The shared hall bathroom also provides convenient pool access. The guest house, accessible from the screened-in pool area, includes two queen beds and a private ensuite bathroom with a walk-in shower, making it ideal for guests seeking more privacy or their own retreat. brbrRoom Details br-Primary Bedroom (Main House): King bed, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom (Main House): King bed br-Third Bedroom (Main House): Queen bed br-Fourth Bedroom (Guest House): Two Queen beds, ensuite bathroom with walk-in shower br-Additional Sleeping Sleeper Sofa in extra living area brbrBrisas Del Mar includes a private guest house, outdoor kitchen, bicycles, pool table, and a gorgeous screened-in pool area designed for year round enjoyment. Located close to Siesta Key Village, guests can enjoy boutique shopping, dining, ice cream shops, coffee cafes, and live entertainment; all just a quick ride away. brbrWith its private pool, outdoor kitchen, guest house, and prime location near both Siesta Key Beach and Siesta Key Village, Brisas Del Mar by Siesta Key Luxury Rental Properties offers the ideal setting for unforgettable coastal memories. brbrBook your stay at Brisas Del Mar today and experience the best of Siesta Key! brbr- brNo Pets Allowed brbrThis property has an active Ring doorbell and additional video surveillance on the pool equipment only. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. brbrIn accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 10 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Siesta Key Luxury Rental Properties enforces a total occupancy limit of 12 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

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Bath

Sleeps

$1144.11

/ Nightly

Private Vacation Home

NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!

Siesta Key, Florida, United States

Serious Leisure is a new listing by Gertrude RentalsbrbrNEW LISTING! Serious Leisure is an ocean-view unit just 1-min walk to all Siesta's top attractions! Large 3BR boasts 4 balconies, ocean-views, elevator, and 100% private outdoor areas including swim-spa, deck and alfresco dining area. In heart of Siesta Village. Just 1-minute walk to Siesta's best Beach and the shopping dining and entertainment of the village! Spacious, bright, airy, and surrounded by palms. Experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabrbrWhat Guests LovebrSERIOUS LEISURE “AT A GLANCE”br∙ Wonderful new listing! Gertrude Rentals Siesta Key has thousands of 5-star reviews! br∙ Private Balconies and Deck – beautiful views from 4 balconies plus deck in the palmsbr∙ Private Swim-spa – large outdoor heated swim-spa and deckbr∙ The Beaches – 1-minute to Siesta Key's top beaches with white sand and calm clear waterbr∙ Restaurants – 1-minute walk to the shopping dining and entertainment of the Siesta Villagebr∙ Gulf Breezes – 5 balconies and westerly windows means catching sea breezes day and nightbr∙ Relaxing – 3 baths, elevator, and a balcony off every bedroom and kitchenbr∙ Sunsets –walk 1-minute to best sunsets or just enjoy from private deck or balconiesbr∙ Alfresco Dining – large kitchen, 2 grill areas and 2 private al-fresco dining areasbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for allbrbrbrThe BeachbrOur beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.brbrbrThe LocationbrYou aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities, this property will deliver what they need. It's just steps to the top attractions on the island including 4 beach accesses, and 20 bars and restaurants. Walk right 450ft to the best beaches in America or left 450ft to the world-famous shopping dining and entertainment of the Siesta Key Village. This area has - ice-cream, tide pools, daiquiris, dolphins, fresh oysters, white-quartz-sand, big breakfast, sunsets, amazing seafood, white lagoons, craft beer, sand dollars, live music, shopping, and gourmet donuts. Back at the house, you'll enjoy private swim-spa, two alfresco, dining areas, four balconies, and a sundeck. When you'd prefer to relax, you'll find lots of bright and airy out the way rooms and terraces for quiet decompressing.brbrbrBedroom DetailsbrThis is a huge 3BR, you can sleep up to 11 family style. The master suite (huge) has a ocean-views, King bed, balcony, en-suite bath with shower and spa-tub, comfy chaise lounger, and enough room for pack-n-plays and rollaway beds. *Note master bedroom has ocean views are from the balcony, bathroom, and bedroom windows! Bedroom #2 has two full beds and balcony with obstructed ocean-views. Bedroom #3 has two twin beds and balcony with westerly exposure and a sliver of an ocean view. The living area has large sectional sofa big enough for two children:) If you need additional space we can offer more bedrooms nearby.brbrbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrbrHousehold Items ProvidedbrWe provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Bed

Bath

Sleeps

$576.31

/ Nightly

Condo

Luxury Siesta Key Condo: Perfect Location, Private Beach, 2 Pools, Spa, and Stunning Water Views

Siesta Key, Florida, United States

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrRelax and Unwind at Palm Bay Club - Your Ideal Siesta Key Beach Retreat brbr brbrEscape to one of Siesta Key’s most sought-after resorts, Palm Bay Club: exclusive amenities, and a central location make this the perfect destination for your next vacation. brbr brbrLOCATION HIGHLIGHTS: brbr- Centrally located on Siesta Key, close to Siesta Key Village with restaurants, boutiques, and gelato shops brbr- Gated community brbr- Private beach access across the street, short drive to the #1 rated Siesta Beach brbr- Access to the Siesta Key free trolley along Midnight Pass Road and into the Village brbr- Nearby activities: Drum Circle at Sunset, water sports, biking, fishing, and beach walks brbr- Two heated communal pools, one overlooking the bay, hot tub brbr- Tennis/pickleball courts, communal grills, fitness room, communal laundry brbr- Fishing pier, boat slip rental available brbr brbrPROPERTY FEATURES: brbr- 2 bedroom/ 2 bathroom ground floor condo (1260 sq ft) brbr- Closest to the main road for easy access brbr- Private washer and dryer brbr- Dedicated WIFI and cable brbr- Free parking available on premise brbr brbrLIVING ROOM: brbr- High-end leather seating brbr- Large flat-screen TV with streaming services brbr- Access to the patio via slider doors brbr brbrKITCHEN AND DINING: brbr- Open-concept kitchen with stainless appliances and quartz countertops brbr- Large dining table and bar seating for drinks or casual meals brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: king bed with access to the private patio, ensuite bathroom with walk-in shower brbr- Guest bedroom: 2 beds (queen and twin), TV, ensuite bathroom with walk-in shower and large vanity brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- Siesta Key Village: restaurants from casual to fine dining, gelato shops, boutique shopping brbr- Beach & water activities: kayaking, paddle boarding, jet skis, and fishing brbr- Relax on the private beach, or rent cabanas and loungers with umbrellas brbr- Sunrise over the Bay and sunsets at the Gulf for unforgettable views brbr brbrIMPORTANT INFO: brbr- Complex rules: some units may restrict boats, motorcycles, trailers, jet skis, kayaks, golf carts, or oversized vehicles; check in advance brbr- One parking space per condo brbr- No pets. No smoking brbr brbrWITH ITS PRIME LOCATION AND RESORT-STYLE AMENITIES, THIS CONDO OFFERS EVERYTHING YOU NEED FOR A MEMORABLE GETAWAY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Bed

Bath

Sleeps

$1168.08

/ Nightly

Private Vacation Home

Perfect for Families! Private Back Yard & Heated Pool - Bahama Mama

Siesta Key, Florida, United States

Bahama Mama by Siesta Key Luxury Rental Properties brHome in Siesta Key, Florida brbrSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! brbrWelcome to Bahama Mama, a stunning vacation home boasting five bedrooms and five bathrooms, located just a five-minute walk away from the picturesque Gulf of Mexico beaches! The backyard of this home is a true tropical paradise, featuring a sparkling pool with a spa, comfortable loungers, and a charming covered patio that includes an outdoor dining table, a television, and a BBQ grill. We can't wait to welcome you to this unforgettable retreat! brbrAt A Glance br• 5-minute walk to the beachbr• Near restaurants and boutiquesbr• Pool with in-ground spabr• BBQbr• Outdoor showerbrbrThe modern living space is adorned with coastal touches and a cozy seating area with a large TV. The fully equipped kitchen has stainless steel appliances, a spacious kitchen island that serves as an ideal spot for preparing large meals, seating for six guests to keep the cook company, and a unique banquette-style table that adds character to the dining area. brbrWhat makes this home's bedrooms so delightful and unique is that each one has an ensuite bathroom! You'll appreciate the thoughtful design that prioritizes both comfort and elegance, along with convenient amenities like televisions and plenty of storage space. The King and Queen rooms boast walk-in showers, while the bunk room features a shower and tub combo. brbrRoom Details br-Primary Bedroom: King bed and ensuite bathroom with walk-in shower br-Second Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower br-Third Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower br-Fourth Bedroom: Queen bed and ensuite bathroom with walk-in shower br-Fifth Bedroom: Full over full bunk bed and ensuite bathroom with shower and tub combo. br-Bonus: Queen sleeper sofabrbrThis lovely home is in the heart of Siesta Key Village, just one block from Ocean Boulevard's fabulous boutiques and restaurants and Siesta Key Beach, famous for its shimmering white sand and warm waters. brbr- brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis property has an active Ring doorbell and additional video surveillance on the pool equipment only. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

5

Bed

5

Bath

12

Sleeps

Select Dates for Price

Condo

Newly renovated 2 bedroom condo on siesta key beach…steps to private beach.

Siesta Key, Florida, United States

Escape to this condo in picturesque Siesta Key. This phenomenal property features 2 bedrooms - one with a king bed and the other with a twin bed. Twin can convert to king. The 2 bathrooms are equipped with a bathtub and shower, along with other essential amenities. Additionally, there is a lanai with a cozy sofa bed for extra comfort. And dining table there also. Guests can enjoy the fitness room, AC, and heating and internet during their stay. 3 televisions also. We hope you enjoy what our place and Siesta Key has to offer. 2 swimming pools. One at the beach.

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Sleeps

$301.54

/ Nightly

Condo

Beachfront Siesta Key Condo w/ Enclosed Patio

Siesta Key, Florida, United States

Whether you’re here for a week-long getaway or an extended visit to paradise, you and your loved ones will effortlessly enjoy beach life at this wonderfully appointed Siesta Key condo. This 2-bedroom, 2-bath vacation rental boasts an ideal location, offering direct beach access, and sits just a half-mile from the heart of Siesta Key. You’ll be tanning, boating, and jet skiing your days away. Enjoy home-cooked meals and movie nights in this coastal oasis just steps from the beach!brbr-- THE PROPERTY --brbrDirect Beach Access | Beach Towels, Umbrellas & Floats Provided | 1,200 Sq Ft | Walk to Shops & Restaurants brbrBedroom 1: 2 Queen Beds | Bedroom 2: Queen Bed | Living Room: Queen Sleeper SofabrbrCONDO FEATURES: Smart TVs, open concept interior, fireplace, enclosed patio w/ seatingbrKITCHEN: Fridge, stove, dishwasher, Keurig & drip coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towelsbrGENERAL: Free WiFi, central heating & A/C, linens/towels, washer/dryer, ceiling fans, hair dryer, iron/boardbrACCESSIBILITY: Single-story condo, step-free entrybrPARKING: Garage (1 vehicle), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrSAND AND SURF: Siesta Key Beach (boardwalk on-site), Public Beach Access 10 (0.3 miles), Sunset Beach (1 mile), Crescent Beach (2 miles), Lido Key Beach (10 miles)brWATERSPORT FUN: Siesta Key Jet Ski Inc (2 miles), Siesta Key Watersports (3 miles), Siesta Skis Jet Ski Rental (5 miles), BouYah Watersports - The Resort at Longboat Key Club (11 miles)brCAST A LINE: Reel Tight Fishing Charters (3 miles), Siesta Kation Fishing Charters (3 miles), Siesta Key Fishing Charters (4 miles), Chasin' Tail Fishing Charters (5 miles)brLOCAL ATTRACTIONS: Siesta Key Drum Circle (0.2 miles), Downtown Siesta Key (0.5 miles), Point Of Rocks (3 miles), Sarasota Bike Tours Inc (5 miles), Marie Selby Botanical Gardens Downtown Sarasota campus (7 miles), Sarasota Jungle Gardens (9 miles), Mote Marine Laboratory & Aquarium (11 miles)brAIRPORT: Sarasota-Bradenton International Airport (12 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story condo offers step-free entry

2

Bed

2

Bath

8

Sleeps

$538.42

/ Nightly

Private Vacation Home

Siesta Key Waterfront Oasis - Game Room & Dock

Siesta Key, Florida, United States

This Siesta Key home sits on a rare wide, intersecting canal with about 110 feet of waterfront, so instead of staring into a neighbor’s backyard you look straight down a long, open waterway. The backyard faces south, so you get sunrise to the left of the dock, sunset to the right, and sparkling light on the water most of the day. It feels more like a quiet lake than a typical canal and has a very peaceful, private vibe.brbrThis home is set up to give you two vacations in one. In “Relaxing Coastal Retreat” mode, you’ll enjoy calm, uncluttered rooms, soft coastal colors, sun all day over the water, and quiet mornings with coffee by the pool or on the dock. In “Private Resort & Game Lounge” mode, you can roll out the games and turn the home into an entertainment hub with a pool table, ping pong, 200+ classic arcade games, darts, ring toss, giant Connect Four, cornhole, and pool basketball. You decide the vibe—keep everything tucked away and it feels like a spa-like waterfront escape; bring the games out and it’s a private resort you don’t have to share.brbrThe property sits on a rare wide, intersecting canal with ~110 feet of waterfront. Instead of looking straight into a neighbor’s lanai, you look down a long “runway” of water with no houses directly behind you. The backyard faces south, so you get sunrise to the left of the dock and sunset to the right, with light on the water all day long. This is a 30-day minimum stay (local rules), ideal for snowbirds, remote workers, medical professionals, relocations, and long, relaxing getaways.brbrEvery sleeping area in the house looks out over the water—all three bedrooms plus the Luonto king sleeper. The Primary Bedroom features a king bed with a water view, plus a dedicated desk and swivel chair overlooking the canal that makes an excellent work-from-home setup. You’ll also have a closet and dresser, and an ensuite bath with a double vanity. Bedroom 2 includes a king bed with water views and easy access to the guest bath. Bedroom 3 includes a queen bed with water views and a bright, quiet, cozy feel. In the living room, the high-end Luonto Hampton king sleeper has a memory-foam mattress and no center bar, so it sleeps like a real bed, and it faces the water through the sliding glass doors.brSleep quality is a priority throughout the home. We use encasements, waterproof pads, 600-thread-count Pima cotton sateen sheets, and comfortable pillows and blankets to help you truly rest during a longer stay.brbrWhen you want a quieter stay, the home works beautifully as a low-clutter retreat. The open-concept great room has leather seating, two brown swivel recliners, a smart TV, and large sliders that frame the pool and canal. The dining room includes a white table, woven-leather chairs, a bench, and a navy rug that anchors the space and keeps it feeling polished. The kitchen is chef-friendly with stainless appliances, plenty of counter space, and a coffee bar with labeled jars for coffee, decaf, and tea (drip coffee maker; no pods). Soft coastal blue walls (more pronounced in person) with crisp white trim complete the feel. You can keep games tucked away in the game room and garage and enjoy an uncluttered, peaceful living space.brbrWhen it’s time to play, you can flip into Entertainment Mode in minutes. The game room includes a pro-style pool table with gray felt and saddle pockets, a surfboard-style light over the table with bar seating, and a sit-down commercial arcade with 200+ classic games including Galaga, Pac-Man, Donkey Kong, Space Invaders, and more. You’ll also have darts and ring toss, plus room to hang out between games. In the garage, there’s a high-quality ping-pong table that wheels out and sets up quickly. Outdoors, you can bring out a 5-foot-tall Connect Four, cornhole for the dock area, ring toss, darts, and pool basketball in the saltwater pool. You can roll everything out for high-energy family fun, then tuck it away again when you want the house to feel calm and open.brbrOutdoor living is a major highlight, especially for longer stays. The screened saltwater pool (not heated) includes seating and loungers, and café-style string lights around the pool cage reflect off the water at night for a resort feel. There’s a covered lanai dining area under the cage that’s perfect for evening dinners in the breeze. A waterfront firepit with Adirondack seating makes a great spot for sunset drinks or late-night conversations, and the private dock includes seating directly on the wide canal.brbrThe home sits at a wide, intersecting “T” in the canal system where the water is deeper and curves around the property, making it a natural route and feeding area for wildlife. It’s common to see dolphins cruising through and occasionally pushing fish along the curved seawall, and manatees gliding by in calmer periods. On some days it genuinely feels like your own private dolphin show, right from the dock, pool deck, or even the kitchen window.brbrFor work-from-home and longer stays, you’ll have the dedicated desk and office chair in the primary bedroom with a water view, fast Wi-Fi for video calls and streaming, and a full laundry room with washer and dryer—an especially helpful feature for monthly bookings. There’s also plenty of storage and surfaces so it feels like a home, not a hotel room.brbrYou’ll have a private dock directly behind the house that’s perfect for fishing, lounging by the water, pickup and drop-off from local boat and fishing charter companies, and kayaks or paddleboards delivered right to the dock. Nearby independent providers (subject to their availability and policies) include Reel Tight Fishing Charters for inshore and nearshore fishing with dock pick-up, Siesta Key Bike & Kayak for bikes, e-bikes, kayaks and paddleboards with delivery options, and Safe Harbor Siesta Key for boat rentals with a range of sizes and engines. Important: all rentals and activities (boats, kayaks, paddleboards, bikes, charters, etc.) are booked directly by guests with third-party companies and are used entirely at guests’ own risk. The owner/host does not supervise, operate, or insure these activities and assumes no responsibility or liability for them.brbrGuest accessbrbrGuests have full access to the entire home, the saltwater pool and screened lanai, the dock and waterfront seating areas, the game room and garage ping-pong, and driveway parking. Self check-in is available.brbrNeighborhoodbrbrThe home is in a quiet, established Siesta Key waterfront neighborhood with easy access to Siesta Key Beach and Siesta Key Village. It’s a short drive to St. Armands Circle and downtown Sarasota, and it’s conveniently close to Sarasota Memorial Hospital—ideal for travel nurses and medical professionals. You get the convenience of being close to everything, but come home to a peaceful, private waterfront setting.brbrOther things to notebrbrMinimum stay is 30 consecutive nights per local rules. The pool is saltwater and not heated. No smoking is allowed inside the home. Children are welcome, but constant supervision is required near the pool and dock. Utilities, lawn care, and pool service are included with reasonable usage. A security deposit and simple lease/ID verification may be required for monthly stays, and optional mid-stay cleaning is available for longer bookings.

3

Bed

2

Bath

8

Sleeps

Select Dates for Price

Condo

Gulf Holiday Unit 6!

Siesta Key, Florida, United States

Gulf Holiday Unit 6 by Tropical Sands Accommodations brMinimum stay duration of 3 days/nights br brWelcome to Gulf Holiday Unit 6, your recently refreshed vacation rental just a short walk from the world famous Siesta Key Beach! This cozy one-bedroom, one-bathroom retreat is perfect for couples or small families, featuring modern interiors, a shared heated pool, and a prime location that allows you to easily explore the vibrant Siesta Village, filled with shops, dining, and nightlife. brbrHighlights: br• 2-minute walk to Siesta Key Beach br• 1 Bedroom / 1 Bathroom br• 1 Queen bed, 1 queen sleeper sofa br• Shared heated pool br• Outdoor sitting area br• One block from Siesta Village restaurants and shopping br• Beach chairs and cart provided br• Community laundry facility br• 1 Parking space br brAppreciate the relaxing environment of the shared heated pool, an ideal spot to unwind and enjoy the sunshine. And when you’re ready for some beach time, you’ll love how close you are to the famous Siesta Key Beach, just a quick 2-minute walk away! Feel the warm, soft sand between your toes and dive into the inviting turquoise waters for an unforgettable day by the coast. With the beach chairs and cart provided, you can easily bring all your necessities along, making it simple and convenient to spend your day soaking up the sun or playing in the waves. The exceptional proximity to the beach allows you to fully embrace the laid-back island lifestyle that Siesta Key is known for. br brThe open living area features a comfortable sofa and chair, perfect for lounging after a day in the sun. The queen sofa bed ensures extra guests have a cozy place to sleep. The refreshed kitchen is fully equipped with stainless steel appliances, ample cabinet storage, and all the necessities for meal preparation. A charming small dining table provides the ideal spot for morning coffee or casual dinners. br brThe primary bedroom invites you to relax in its coastal decor, featuring a comfortable queen bed and abundant natural light for a peaceful night’s rest. The bathroom showcases a stylish walk-in shower with subway tile and modern fixtures, adding a touch of luxury to your stay. brbrRoom Details: br• Primary Bedroom: Queen bed br• Living Room: Queen sofa bed br• Bathroom: Walk-in shower br brThis property offers the convenience of a community laundry room and ensures that you have everything you need for an enjoyable stay without the need for extra packing. br brWith its unbeatable location near Siesta Key Beach and Village, along with modern comforts and shared amenities, Gulf Holiday Unit 6 by Tropical Sands Accommodations is the perfect choice for your next beach escape. Don’t wait, book today to secure your getaway in paradise! br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbr1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

1

Bed

1

Bath

4

Sleeps

Select Dates for Price

Condo

Gulf and Bay Club - F402

Siesta Key, Florida, United States

Gulf and Bay Club Unit F402 by Tropical Sands AccommodationsbrbrWelcome to Gulf and Bay Club Unit F402, a bright and comfortable two bedroom condo located in one of Siesta Key’s most sought after beachfront communities. With a spacious layout, a queen sleeper sofa for additional guests, and convenient access to the complex’s incredible resort amenities, this retreat is perfect for extended stays and seasonal escapes. Guests will love being just a five minute walk from the world famous quartz sand of Siesta Beach and minutes from dining and shopping in Siesta Key Village.brbrHighlightsbr• 5 minute walk to Siesta Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 2 Full Beds, 1 Queen Sleeper Sofabr• 28 night minimum staybr• Beach chairs includedbr• Washer and dryer in unitbr• One onsite parking spacebr• 28-Night Minimum Staybr• Access to Gulf and Bay Club resort amenitiesbrbrGuests at Gulf and Bay Club enjoy exceptional resort amenities designed for relaxation and recreation. Spend your days lounging by the sparkling shared pool or unwinding in the shared hot tub. Stay active with a well equipped fitness center, tennis courts, pickleball courts, shuffleboard, and cornhole. The community clubhouse provides a comfortable space to gather, relax, or socialize. With beautifully maintained grounds and direct access to Siesta Beach, this community is ideal for long term coastal living.brbrThe open concept living area offers comfortable seating and access to entertainment, creating a welcoming haven for quiet mornings or evenings spent unwinding after a day in the sun. A queen sleeper sofa provides added flexibility for guests. The fully equipped kitchen includes a refrigerator, stove, oven, dishwasher, microwave, toaster, and regular drip coffeemaker, making meal preparation effortless. Enjoy casual dining at the table or gather for home cooked meals that feel just like your favorite comforts from home.brbrThe primary bedroom features a comfortable king bed, ample storage, and easy access to the bathroom. The second bedroom is well suited for additional guests or extended family, offering two full beds and plenty of space to settle in. The bathrooms are designed with convenience in mind for longer stays, making it easy to refresh and prepare for each new day on Siesta Key.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Second Bedroom: Two Full bedsbr• Bonus Sleeping Area: Queen sleeper sofa in the living roombrbrThis condo includes a washer and dryer, complimentary beach chairs, resort style community amenities, and convenient beach access just moments away. One assigned parking space is provided.brbrWith its comfortable interior, resort amenities, and unbeatable proximity to Siesta Beach, Gulf and Bay Club Unit F402 is an ideal choice for extended Siesta Key stays. Enjoy the relaxed coastal lifestyle, explore local restaurants and shops, and settle into the perfect home base for a month or longer. Reserve your stay at Gulf and Bay Club Unit F402 with Tropical Sands Accommodations today.

3

Bed

2

Bath

6

Sleeps

$265.01

/ Nightly

Apartment

Beautiful, Clean Studio

Siesta Key, Florida, United States

Nicely furnished and clean studio in the heart of Siesta key. Enjoy the absolutely beautiful beaches of siesta key, named the most beautiful beach in America a few years back. Restaurants and shopping are just a short distance from this centrally located apartment. A beautiful paved garden is just outside the front door. Furnishing are newer and the apartment is very clean. Downtown ( just a short drive away )offers a wide variety of things to do, including shopping, Ringling museum , opera house, theater, botanical gardens, and much more.

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Bath

Sleeps

$161.5

/ Nightly

Condo

Cozy condo w/ shared pool and grill, across street from beach, W/D, free Wifi

Siesta Key, Florida, United States

Sweet Beach RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the ultimate beach getaway at this charming 2-bedroom, 2-bathroom condo in Siesta Key, FL. With a central AC, designated parking space, shared laundry room, and a large heated pool, this unit offers everything you need for a comfortable and convenient stay. The friendly complex features an outside grilling area, social room with a kitchen for entertaining, and an elevator to your floor, ensuring a stress-free vacation experience.brbrSiesta Key Beach, the number one beach in the U.S., is renowned for its crystal-clear waters and powdery white sand, perfect for a day of fishing, boating, parasailing, kayaking, snorkeling, or simply relaxing by the shore. The beach also features tennis, pickleball, and volleyball courts, a shaded playground, picnic areas, and convenient concession stands. With year-round lifeguard protection and beach wheelchairs available, it's a family-friendly destination for all to enjoy.brbrJust a short walk from Siesta Key Village, you'll have easy access to shopping, dining, and entertainment options. If you're looking to explore further, downtown Sarasota is just a quick ride away, offering arts, culture, and more. brbrBack at the condo, unwind in the comfortable living space with amenities such as a king bed, sofa bed, hair dryer, washer/dryer, and a well-equipped kitchen. Relax on the balcony with ocean views, fire up the gas grill for a cookout, or enjoy a movie night with cable TV and Netflix streaming. The complex offers a variety of recreational activities, including a game room, tennis court, and volleyball court, ensuring there's never a dull moment during your stay.brbrWhether you're seeking relaxation or adventure, this Siesta Key condo is the perfect home base for your Florida getaway. Book now and start planning your dream vacation by the sea!brbrbrbrThings to KnowbrbrPer the HOA, this home requires a Guest Application to be completed before arrival, along with a $125 application fee. A minimum stay of one (1) month is required.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Bath

Sleeps

$285.73

/ Nightly

Villa

Completely remodeled villa next to famous Siesta Key Beach in Sarasota

Siesta Key, Florida, United States

Totally rehabbed 1 Bedroom 1.5 Bathroom ground unit with private patio area, and covered carport parking directly outside your front door. About 100 yards to private resort beach. 3 Swimming Pools to choose from. Fully equipped kitchen. Washer and dryer in unit.brJamaica Royale is located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key Beach in Sarasota, Florida. A barrier island on Florida’s West coast, considered the most beautiful of Florida’s barrier islands, Siesta Key’s beach boasts “the world’s finest and whitest sand”.brJamaica Royale is located on a private lane that leads directly to the beach… no through traffic and no streets to cross ~ just stroll to the famed white sands of Siesta Key Beach.

Bed

Bath

Sleeps

$188.94

/ Nightly

Condo

Renovated 2 BR/2 Bath 2nd Floor with Garden View, Short Walk to #1 Siesta Beach.

Siesta Key, Florida, United States

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS. brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment.

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Bath

Sleeps

$1478.33

/ Nightly

Private Vacation Home

Prime Location with Pool, Spa, and Fun Waterslide - Summer House

Siesta Key, Florida, United States

Summer House by Siesta Key Luxury Rental Properties brbrWelcome to Summer House, a six-bedroom, six-bathroom Siesta Key pool home ideally located just a three-minute walk to Siesta Key Beach and a two-minute walk to Siesta Key Village. This ground level vacation home is designed for family fun and relaxed island living, featuring a private pool with spa and waterslide, spacious outdoor living areas, and walkable access to the island’s most popular restaurants, shops, and attractions. With room for the whole group and parking for four vehicles, Summer House is the perfect setting for a classic Sarasota beach vacation. brbrHighlights br- 3-minute walk to Siesta Key Beach br- 2-minute walk to Siesta Key Village br- 6 bedrooms / 6 bathrooms br- 2 kings, 2 queens, 6 full beds (bunk beds) br- Private pool with spa and rock waterslide br- Outdoor living space and BBQ grill br- Outdoor shower br- Washer and dryer br- 4 parking spaces br- Dog friendly with host approval and fee brbrThe backyard at Summer House is built for memorable vacations. Guests can enjoy a private pool complete with a waterslide, and spa; perfect for both kids and adults. Multiple outdoor seating areas allow the group to spread out, including a covered porch with comfortable seating and a second entertaining area with an outdoor TV and bar top seating. Whether grilling, relaxing poolside, or unwinding after a beach day, this outdoor space elevates every stay. brbrInside, the home offers a bright and welcoming open layout with coastal decor throughout. The living area features comfortable seating and a large TV for movie nights or downtime between island adventures. The fully equipped kitchen includes stainless steel appliances, ample counter space, and everything needed to prepare meals for the group. Guests can enjoy casual seating at the kitchen island or gather around the breakfast nook style dining table and bar-top seating area. brbrEach of the six bedrooms is designed with comfort and privacy in mind and includes its own ensuite bathroom and television. The primary suite is the largest and features a king bed, beach design, generous space, and a spa like bathroom with a double vanity and walk-in shower. An additional king bedroom, as well as two queen bedrooms, provide relaxing retreats for adults, while two bunk rooms are perfect for kids or teens, offering fun sleeping arrangements without sacrificing comfort. brbrRoom Details br- Primary Bedroom: King bed and ensuite bathroom with double vanity and walk-in shower br- Second Bedroom: King bed and ensuite bathroom with walk-in shower br- Third Bedroom: Queen bed and ensuite bathroom with double vanity and walk-in shower br- Fourth Bedroom: King bed, porch access, and ensuite bathroom with walk-in shower br- Fifth Bedroom: Two full-over-full bunk beds and ensuite bathroom with walk-in shower br- Sixth Bedroom: Full-over-full bunk bed and ensuite bathroom with shower and tub combination brbrSummer House is centrally located near Siesta Key Village, placing guests within walking distance of dining, shopping, coffee shops, and ice cream stops. Siesta Key Beach is just minutes away, offering world-famous powdery white sand and stunning Gulf Coast sunsets. The home also includes a washer and dryer, professionally laundered linens, and exterior security monitoring for added peace of mind. brbrWith its unbeatable location near Siesta Key Beach, private pool with waterslide, and spacious layout designed for families and groups, Summer House by Siesta Key Luxury Rental Properties delivers the perfect balance of comfort, fun, and island convenience. Book your stay today and experience the best of Siesta Key living! brbr- brThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest. brbrThis property has an active Ring doorbell and additional video surveillance on the pool equipment. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

Select Dates for Price

Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog

Siesta Key, Florida, United States

Salty Dog by Siesta Key Luxury Rental Properties brbrWelcome to Salty Dog, a stunning six-bedroom, four-bathroom canal-front home just a two-minute stroll from the renowned Siesta Key Beach and a short walk or bike ride to vibrant Siesta Key Village. This luxurious retreat perfectly blends adventure, relaxation, and family fun. brbrHighlights br• Canal Front Home br• Shared Dock br• Rooftop Deck with Beach Views br• 2-minute walk from the beach br• Private Heated Pool with In-Ground Spa br• Dog Friendly with approval and additional fee br• Ping Pong Table br• Kayak and Paddleboard with Life Vests br• Professional Linen Program brbrEnjoy easy access to kayaking and fishing right from your shared dock. Unwind by the heated pool, relax on the rooftop deck while taking in spectacular beach views, and enjoy meals on the outdoor patio. brbrStep inside to a welcoming ground level featuring a large 2+ car garage, and foyer. The main level boasts an elegant great room with a gourmet kitchen equipped with stainless steel appliances and an expansive dining table for fourteen. Adjacent is a beach-themed seating area with a large HDTV and a balcony offering lovely views of the pool and canal. brbrSalty Dog is designed for family gatherings, with spacious bedrooms, each featuring a TV and cozy bedding. The primary bedroom is a serene retreat with balcony access and a luxurious ensuite bathroom, complete with a double vanity, soaking tub, and walk-in shower. The home also includes three additional king suites and two cheerful kids' rooms that share a shower and tub bathroom. brbrRoom Details br- Primary Bedroom, 2nd floor: King bed with outdoor balcony access and an ensuite bathroom featuring a walk-in shower and standalone tub br- Second Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower br- Third Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower br- Fourth Bedroom, 3rd floor: King bed with an ensuite bathroom with a walk-in shower br- Fifth Bedroom, 3rd floor: King bed br- Sixth Bedroom, 3rd floor: Full over Full bunk brbrDon’t miss out on Salty Dog, your ideal Siesta Key vacation destination. Book now for an unforgettable experience in paradise! brbr-brThis property participates in our Professional Linen Program. This ensures high quality linens and towels are Always included for your stay. These are professionally laundered at a commercial facility for every guest.brbrThis property has an active Ring doorbell, active video surveillance on the exterior public approach areas, and the pool equipment. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Bath

Sleeps

$453.97

/ Nightly

Private Vacation Home

Beautiful 2 Bedroom Lake View Home on Siesta Key!

Siesta Key, Florida, United States

Beautiful lake view, 2-bedroom, 2-bath home on Siesta Key! This home is a spacious unit, featuring a king bed in the master and 2 twin beds in the second bedroom. This home sleep up to 6 guests. Outside your living room is a 20 ft long deck with a stunning full-length view of the lake! A brief walk from the condo to sand, is the beautiful Siesta Key Beach! This location has something for everyone, Our House at the Beach offers guests a heated pool, tennis courts and a covered pavilion with grilling area. Relax on our world-famous Siesta Beach, or take a trip to Siesta Key Village, which offers endless boutique shopping, live entertainment, and dining, making this condo the perfect place for you to enjoy your island getaway vacation! brbrBedroom 1: KingbrBedroom 2: 2 TwinsbrLiving Room: Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $1,000

2

Bed

2

Bath

6

Sleeps

Select Dates for Price

2 Bed 2 Bath Condo! 1/4 Mile to #1 Siesta Beach. Ground floor with garden view.

Siesta Key, Florida, United States

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS (28 DAYS IN DECEMBER).brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment.

2

Bed

2

Bath

6

Sleeps

Vacation Rentals By Owner In Siesta Key, FL

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$188.94

$1478.33

$453.97

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