Vacation Rentals By Owner In Siesta Key, FL

Location. Location. Location. Our charming 4 bedroom 3 bath Florida beach cottage, which is over 1800 feet and sleeps 8 with 2 full kitchens and a fully covered porch and large patio in the back unit. Cottage is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United States (you will be a 5 minute walk from access 7). Enjoy the amazing sunsets each night of your stay without the hassles of traffic, parking and crowds.brbrYou will also be 2 blocks from Siesta Village, with its numerous restaurants, bars and shops. You will feel like a local as you walk or bike and enjoy our special piece of heaven.brbrDowntown Sarasota, which is a brief ride or Uber away, is world renowned and known for its cultural institutions, gourmet restaurants, art galleries, theatre, the John and Mable Ringling Museum of Art, and the Ringlings’ breathtaking home, Ca’d’Zan on Sarasota Bay. Also visit the very entertaining Ringling Circus Museum, brbrAfter a day in the sun, beach combing, boating or shopping enjoy a drink on your private patio after you have taken advantage of the outdoor shower. Your cottage has all the amenities from beach chairs and toys to Wi-Fi and cable and private laundry room.

Location. Four bedroom cottage, one block from beach and Siesta Village

Siesta Key, Florida, United States

Bed

3

Bath

8

Sleeps

$230.05

Your perfect vacation awaits in this Two Bedroom, One Bath Condo - directly across from famous Siesta Key Beach, always included in the world's top ten best beaches. The apartment also offers you easy access to Siesta Village which has numerous restaurants, specialty shops, night life and other attractions.brbrUnit 216 is appointed in modern seaside decor and overlooks the pool. With a king bed in the master bedroom, two twin beds in the guest room and sofa in the living room this unit sleeps up to six people. The kitchen features a dining set convenient for enjoying a night in and the unit is turnkey furnished with all the amenities you need to make your stay fun and relaxing. The screened in lanai is perfect for enjoying your breakfast outside or taking in the cool night time ocean breeze. Come and sink your toes into the powdery, white, sugar sand just steps from your own front door here at La Siesta Condominiums.

Cozy 2-bedroom condo in Siesta Key - right across the street from the beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$290.54

Experience the ultimate beach escape at Unit 110, just steps away from Siesta Key Beach's dazzling, white quartz sand.brbrThis 2-bedroom, 2-bathroom unit offers approximately 1,250 square feet of charming living space. Upon entry, you'll be welcomed by a cozy living and dining area that flows seamlessly into a screened lanai providing stunning sunset views delivered to you by nature.brbrThe master bedroom features a comfortable king-sized bed, while the second bedroom offers two twin-sized beds, providing ample space for 4 guests. brbrThis condo also includes beach equipment for your convenience: beach chairs, a beach umbrella, beach towels, and a beach wagon.brbrLocated within strolling distance or a complimentary trolley ride to The Village, this unit offers convenient access to the iconic destination, brimming with delectable restaurants, unique shopping spots, and a bustling ambiance that's perfect for people-watching. Whether you're indulging in the powdery sands of Siesta Key Beach, or taking a refreshing dip in the heated pool, this unit is ideally situated.brbrBook today and create unforgettable memories!

Steps to the Sand 2 Bed 2 Bath Siesta Key Condo with Gulf Views

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$306.09

Jamaica Royale 108 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 108, a beautifully remodeled two-bedroom, two-bath villa in the heart of Siesta Key. Just a five-minute walk from the world-famous Siesta Beach, this modern coastal retreat offers an open-concept layout, fresh tropical decor, and access to outstanding resort-style amenities. Perfect for families or small groups, this villa blends comfort, convenience, and island charm for your next Florida getaway.brbrHighlightsbr• 2 Bedrooms / 2 Bathroomsbr• 1 King, 1 Queen, 1 Twin Daybed, 1 Twin Trundlebr• 5-minute walk to Siesta Beachbr• Private garden-view patio with seatingbr• Newly remodeled with modern finishesbr• Washer and Dryerbr• 1 covered parking spacebr• Shared pool and shuffleboardbr• Community BBQ grillsbrbrThis villa was thoughtfully renovated with an open floor plan and enlarged bathrooms, each featuring sleek walk-in showers. Step outside to your shaded private patio and relax on swivel rockers with ottomans. Perfect for unwinding after a day on the beach. Guests also enjoy access to Jamaica Royale’s sparkling pools, shuffleboard courts, and community grills for alfresco dining.brbrThe main living area is bright and inviting, with tropical decor and plenty of seating. A round dining table expands to seat up to eight guests, while the kitchen boasts stainless appliances, a dishwasher, and all the essentials for preparing meals at home. The spacious utility closet includes a washer and dryer for added convenience.brbrThe primary suite features a king bed, large closet, and ensuite bath with a walk-in shower. The guest bedroom is ideal for families, offering a queen bed plus a twin daybed with trundle that can convert into a king. Both bedrooms include wall-mounted drying racks for beach towels and swimsuits. A second bathroom with a walk-in shower is located in the hallway.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: Queen bed, twin daybed with twin trundle, hallway bathroom with walk-in showerbrbrSet within the desirable Jamaica Royale community, you’ll be steps from the office, grills, and lush garden areas. Siesta Key Beach, with its world-renowned quartz sand and turquoise Gulf waters, is only a short walk away, while Siesta Key Village’s shops and dining are just two miles from your door.brbrJamaica Royale 108 by Tropical Sands Accommodations is the perfect balance of relaxation and convenience on Siesta Key. Book your stay today and start making memories by the sea!

Jamaica Royale 108 Garden View!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$313.53

Gulf Holiday Unit 7 by Tropical Sands Accommodations brMinimum stay duration 3 days/nights br brDiscover Gulf Holiday Unit 7, a one-bedroom, one-bathroom condo just a short 2-minute stroll from the award-winning Siesta Key Beach! This inviting retreat features a shared heated pool and a prime location near the shops, restaurants, and nightlife of Siesta Village, making it the perfect choice for couples or small families seeking an unforgettable coastal getaway. 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• One block from Siesta Key Village dining and shopping options br• Beach chairs and cart provided br• Community laundry facility br• Recently refreshed interiors for a modern and inviting atmosphere br• 1 Parking space brbrUnwind at the shared heated pool, which provides the perfect place to relax and soak up the sun. When it’s time for sun and sand, you’ll appreciate the condo’s unbeatable location, just a short 2-minute stroll to the renowned Siesta Key Beach. Feel the soft white sand beneath your feet and take in the stunning turquoise waters as you enjoy a fun filled day at the beach. The provided beach chairs and beach cart make it effortless to transport your essentials, ensuring you can effortlessly enjoy a day of relaxation by the shore. This prime proximity to the beach allows for quick and easy access, making Gulf Holiday Unit 7 a fantastic choice for those looking to indulge in the vibrant beach lifestyle that Siesta Key has to offer. br brInside, the open concept layout seamlessly combines modern design with comfort. The living area includes a cozy sofa and accent chair for lounging, along with a queen sofa bed for additional sleeping arrangements. The bright kitchen is equipped with stainless steel appliances, generous cabinetry, and all the essentials you need to prepare delicious meals. A stylish dining table offers the perfect space for enjoying breakfast or evening dinners together. br brThe primary bedroom features a queen bed adorned with coastal inspired decor and soft linens, providing a restful retreat after a day of beach adventures. The bathroom boasts a walk-in shower with fresh, modern finishes. brbrRoom Details: br• Primary Bedroom: Queen bed br• Living Room: Queen sofa bed br brThis condo ensures you have all the comforts of home, including a community laundry facility for your convenience. br brWith its unbeatable location near Siesta Key Beach and Siesta Village, Gulf Holiday Unit 7 by Tropical Sands Accommodations offers modern comforts and shared resort style amenities, making it the ideal spot for a carefree island vacation. Reserve your dates today and get ready for your Siesta Key escape! 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. 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. 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. 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.

Gulf Holiday unit 7!

Siesta Key, Florida, United States

1

Bed

1

Bath

Sleeps

$217.59

Peppertree Paradise #507 by Tropical Sands Accommodations brMinimum stay duration 30 nights br brWelcome to Peppertree Paradise #507, a bright and stylish two-bedroom, two-bath condo located in the sought after Peppertree Bay community on beautiful Siesta Key. This charming home is infused with vibrant artwork, colorful accents, and coastal charm, offering both personality and comfort for your extended island getaway. With resort style amenities and private access to the world-famous white sands of Siesta Beach, it’s the perfect retreat for families or friends looking to relax and unwind. brbrHighlights: br• Private access to Siesta Key Beach br• 2 Bedrooms / 2 Bathrooms br• 1 King bed, 1 queen bed, 1 queen sleeper sofa br• Two heated swimming pools, clubhouse, fitness center, and tennis and pickleball courts br• BBQ area br• Vibrant interiors featuring coastal decor and modern finishes br• Screened lanai br• In-unit washer and dryer br• Beach cart provided br• 1 Covered parking space br brEnjoy full access to the fantastic amenities within the Peppertree Bay community, which includes two heated swimming pools, a fitness center, a clubhouse for social gatherings, and well maintained tennis and pickleball courts. Plus, with private access to Siesta Key Beach just steps away, you can easily indulge in sun, sand, and surf at this award-winning beach. br brThe condo’s design beautifully blends comfort with creativity, featuring colorful accent walls, playful artwork, and inviting seating that make each space feel unique. The open living area boasts plush furnishings alongside a smart TV and provides direct access to the screened lanai, an ideal spot for enjoying your morning coffee or evening cocktails. The dining area is perfectly set for memorable meals together, while the fully stocked kitchen includes stainless steel appliances, ample cookware, and generous prep space for at-home dining. brbrRoom details: br• Primary Bedroom: King bed with ensuite bathroom with a shower/tub combo br• Second Bedroom: Queen bed with ensuite bathroom with a walk-in shower br• Living Room: Queen sofa bedbr brLocated in the heart of Siesta Key, Peppertree Paradise #507 places you close to local dining, shopping, and the vibrant nightlife of Siesta Key Village. Spend your days lounging on the stunning Siesta Beach, kayaking in the bay, or exploring nearby Sarasota attractions, including theaters, galleries, and the famed Ringling Museum of Art. brbrMake Peppertree Paradise #507 your next home away from home and experience the best of Siesta Key living. Book your stay today with Tropical Sands Accommodations! 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. 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. 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. 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.

Peppertree #507- Private Access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$428.44

Perfect for a family vacation or a romantic getaway. Gorgeous 2 bedroom, 2 bath condo at the luxurious Crystal Sands resort directly on Crescent Beach in Siesta Key. brbrThis 8th floor tower unit has just been beautifully remodeled to include all new furnishings, appliances, flooring, etc. Enjoy magnificent gulf views from every room. A spacious screened in lanai spans the width of the condo with access from the living room and both bedrooms. Just steps away from the powdery white sands of Siesta Key. brbrRelax on the private beach with loungers already set up for you. 2 heated swimming pools are provided for your enjoyment, one overlooking the beach. Free WiFi and cable are provided and TV's are in the living room & both bedrooms. Washer & dryer are in the unit so you can pack light.brbrCrystal Sands is just 2 miles from the popular Siesta Key Village with shops, restaurants, bars, coffee shops and more, or a short walk to nearby restaurants, convenience stores, and water sports rentals. Hop on the Free Siesta Breeze Trolley in front of the complex and explore what the island has to offer.brbrA 2 week minimum is required to rent at Crystal Sands.

Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1697.63

Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodate your large group or family gathering. This unique property consists of a duplex with 2 units along with a neighboring single family home. The configuration of three units—Crescent Cottage, Sandy Cabana, and Seahorse Cabana—offers a total of 10 bedrooms, 7 full baths, and 2 half baths, ensuring everyone has plenty of room to relax and unwind.brbrCrescent Cottage, the first unit, offers a cozy and inviting atmosphere with its well-appointed bedrooms. With a king bed in the first and second bedrooms, a queen bed in the third bedroom, and two twin beds in the fourth bedroom, along with a sleeper sofa, this cottage comfortably sleeps up to 10 guests. The updated furnishings throughout create a stylish and comfortable space for you to call home during your stay.brbrSandy Cabana, the second unit, offers additional sleeping accommodations and a separate living area. The spacious bedrooms include a king bed in the first bedroom, a queen bed in the second bedroom, and two twin beds in the third bedroom. For added flexibility, there is a queen air bed available, accommodating up to 8 guests.brbrSeahorse Cabana, the third unit, continues the trend of comfort and style. With a king bed in the first bedroom, a queen bed in the second bedroom, and two twin beds in the third bedroom, along with a queen air bed, this cabana accommodates up to 8 guests.brbrInside each unit, you'll find everything you need for a comfortable stay. The three full kitchens are fully equipped with regular and Keurig coffee makers, dishwashers, and all the kitchen essentials you may require. Stay connected with free WiFi and enjoy your favorite shows or movies on the 11 HDTVs throughout the property. Additionally, beach towels, chairs, a cooler, and a caddy are provided for each unit, ensuring you have everything you need for a perfect beach day.brbrExperience the ultimate outdoor living at Sandy Rocks, where you have the luxury of not one, but two private heated pools, ideal for a refreshing swim or sun-soaked relaxation. Indulge in outdoor dining on any of the 3 patios, sharing delectable meals with loved ones amidst the coastal ambiance. Unwind in the poolside hammock, savor a sizzling barbecue from the multiple gas grills, or simply soak up the sun's rays, immersing yourself in the blissful warmth of the Florida sunshine.brbrWhen you're ready to explore the area, you'll find that Sandy Rocks boasts a fantastic location. Just a short drive away, you'll discover the vibrant Siesta Key Village and Siesta Key Beach, offering an array of dining, shopping, and entertainment options. Crescent Beach is only a two-minute walk away, while the South Crescent Village is within a 10-minute stroll, providing you with easy access to the stunning sandy shores and breathtaking sunsets.brbrExclusive Amenities Include:br• 2 Private Heated Poolsbr• Sun Room Facing the Pool Deckbr• Just a Short Drive to Siesta Key Village & Siesta Key Beachbr• A Quick Two Minute Walk to Crescent Beachbr• Duplex home with 2 units, neighboring a single-family homebr• 10 Minute Walk to the South Crescent Villagebr• 10 Bedrooms, 7 Full Baths, 2 Half Bathsbr• 4 King Beds, 3 Queen Beds, 6 twin Bed, 2 Sofa Sleepers, & 1 Queen Air Bed (Sleeps 26) with linens providedbr• Outdoor Dining Spacesbr• 3 Full Kitchensbr• Poolside Hammockbr• Ample Parking Spacesbr• 2 Screened in Porch's With Lounge Areasbr• Free WiFi & 11 HDTV'sbr• 3 Regular & Keurig Coffee Makers, 3 Dishwashers, 3 Washers & Dryers, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• 3 Gas Grillsbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrSandy Rocks can accommodate up to 26 guests with a bedding configuration as follows:brbrCrescent Cottage:br• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: King Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2br• Bedroom # 4: Twin Bed (2) - Sleeps: 2br• Extra: Sleeper Sofa (1) - Sleeps: 2brbrSandy Cabana:br● Bedroom # 1: King Bed (1) – Sleeps: 2br● Bedroom # 2: Queen Bed (1) – Sleeps: 2br● Bedroom # 3: Twin Bed (2) – Sleeps: 2br● Extra Bed: Queen Air Bed (1) – Sleeps: 2brbrSeahorse Cabana:br● Bedroom # 1: King Bed (1) – Sleeps: 2br● Bedroom # 2: Queen Bed (1) – Sleeps: 2br● Bedroom # 3: Twin Bed (2) – Sleeps: 2br● Extra Bed: Queen Air Bed (1) – Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th. Please contact us if you have any questions regarding the space for this property.

Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$299.43

Aloha Kai #63 brbrA Siesta Key Beachside Bliss Awaits! brbrEscape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #63. This charming one-bedroom beach cottage offers the perfect blend of comfort and coastal charm, where the gentle breeze from the Gulf and the lively atmosphere of Crescent Beach set the stage for a truly unforgettable getaway. Thoughtfully designed with a cozy front patio/sunroom that provides a bright, inviting space to unwind after a day in the sun, Aloha Kai #63 invites you to kick off your shoes, sip your morning coffee, and dive into a world of relaxation and adventure. Here's what makes this home so special: br brBedding Arrangement: br1 Bedroom: brMaster Bedroom with King-size bed, Smart TV brAdditional Sleep: Sleeper Sofa in the Living Room brTop Features: brSleeps 4 brLargest Pool on Siesta Key: Dive into the expansive, sparkling pool surrounded by a large lounging deck with plenty of poolside lounges, tables, and chairs for ultimate relaxation. brDirect Beach Access: Steps away from the powdery white sands of Crescent Beach, rated the #1 beach in the U.S., with shaded pavilions and lounge chairs for your comfort. brFront Patio/Sunroom: Enjoy your morning coffee or unwind with a good book in the enclosed sunroom, your private nook for peace and relaxation. brCommunity Amenities: Enjoy shuffleboard, ping pong, and a poolside community room, plus complimentary beach toys and floats for fun in the sun. brPerfect Home Base Location: Plenty of things to do and unique places to visit. Stroll to nearby restaurants, ice cream parlors, and bars, or hop on the Siesta Key trolley for easy island exploration. There are plenty of activities for children of all ages, thrill seekers, and those who want to experience the natural wonders of the region. brNestled within the gated, family-friendly Aloha Kai resort, Aloha Kai #63 places you in the heart of Siesta Key's Crescent Beach, famous for its dazzling quartz sand and emerald waters. Whether you're lounging under a shaded beach pavilion, taking a soul-soothing walk along the 3-mile shoreline, or marveling at breathtaking Gulf sunsets, this little gem offers the perfect blend of tranquility and convenience. With friendly staff, 24-hour support, and daily trash removal, your stay will be seamless and stress-free. Book your Siesta Key escape at Aloha Kai #63 today and create memories that will last a lifetime! brbrRoelens Vacations is proud to partner with the city to promote recycling and make our community more sustainable and greener. Thank you for your cooperation and for being part of a more sustainable future! br brDISCLAIMERS: br10% deposit is due at time of booking; final payment is due 60 days prior to arrival. Any reservations made within 60 days require full payment. No refunds will be given on deposits. brThis home does not allow pets. brMinimum age requirement of 25 to book. Smoking is not allowed on the property. brEach villa has one designated parking space and parking pass. Additional vehicles and guests must register at the front office for a separate parking pass.

Coastal Comfort Steps from Crescent Beach Paradise – Aloha Kai #63 - Roelens

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$489.93

Relax and enjoy, Family get away!brbrBeautiful 4 bedroom house on Siesta Key. Less than a mile away (15 min walk/2 minute drive) from the famous Siesta Key beach and just over a mile to Siesta Key North and South village. Private, resort-style back yard with a saltwater HEATED pool surrounded by a park. Large covered patio with seating and oversized table for family and friends. Gas and Charcoal grill for outdoor cooking. Floor plan perfectly accommodates 1-2 families. Close to all of Siesta Key excitement with enough distance to enjoy a restful Siesta Key vacation.brbrNewly remodeled Kitchen and bathrooms!br

Siesta Key FamilyGetaway!!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$274.57

You've found the perfect getaway! This charming, classic home offers a cozy and inviting atmosphere for your stay. Despite not being brand new, it's lovingly maintained and full of character, ensuring a delightful and comfortable experience.brbrThis delightful abode caters to family fun and unforgettable memories. Challenge your crew to a hilarious game of Cards Against Humanity, strategize your way to victory in a Jenga tower, or get active with a classic game of cornhole. After a day of adventure, gather around the smart TV for movie night, or unwind with a refreshing beverage on the porch bathed in the warm glow of cafe string lights. We've even got beach chairs ready for you to sink your toes into the sand, along with water bottles to keep you hydrated under the Florida sunshine.brbrThis 2-bedroom, 2-bathroom haven comfortably accommodates up to 6 guests, making it ideal for families or groups of friends. Unwind after a day of adventure on the balcony and witness incredible sunset views that will leave you breathless. The best part The beach is just across the street, inviting you to spend endless hours soaking up the sun and turquoise waters.brbrWe've also included high-speed 1000mbps Wi-Fi to keep you connected, a fully furnished kitchen for whipping up culinary creations, and a shared BBQ area perfect for cookouts. The convenient locking system ensures peace of mind. Please note, there is neighborhood construction happening next door between 7 AM and 5 PM.brbrA special thank you to our active military personnel and their families! Enjoy a 10% discount on your stay. Just let us know when booking.brbrOf course, feel free to communicate with us anytime you need – we're here to ensure your Siesta Key getaway is nothing short of exceptional! Ready to create lasting beach memories Book your stay today and experience the magic of Siesta Key!

Centralized, family friendly, Beachside Escape on Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$188.09

New to Vrbo, this cozy first floor 1 bedroom is located in popular White Sands Village! This unit is the closest to Siesta Key Beach within White Sands Village. Just cross the street from your lanai to enter the beach park with pickleball/tennis courts, refreshment stands, and live entertainment. Only steps from the pool!brbrThis suite features a full kitchen and bathroom with walk-in shower, memory foam sofa-bed and private King bedroom with 2 closets! Also included are beach chairs & towels!brbr* A signed contract is required following review of the community rules/regulations prior to your stay.brbr*Bring your furry friend along. 1 dog under 25lbs, this is a community regulation, is permitted. There is a $250 non-refundable pet fee required prior to check-in. Please let the host know if you plan on bringing a pet so that we may notify the office. brbr**A starter kit of essential items are provided. Any additional items that you may need throughout your stay can be purchased at one of the local grocery stores.

Cozy Siesta Key Beach 1BR-First Floor!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$397.94

The unit is a 2 bedroom, 2 bath with a King Posturpedic bed in the master bedroom, Second bedroom has a Queen bed .Each bedroom has a private full bathroom. Bathroom 1 has a tub/shower combination, comfort height toilets, beautiful tile with that beachy feel . Bathroom 2 has a walk-in shower, comfort height toilet , tasteful tile with glass doors . br Our unit is spacious , clean, bright with an open concept . The kitchen has been updated with beautiful cabinetry, and supplies for all of your cooking needs. Side by side refrigerator,flat top stove ,microwave, K cup coffee maker. The living room is has plenty of seating , flat screen TV and a full pullout sofa bed in the living roombrbrPrivate Washer and dryer in the unitbrbrProfessionally run condo resort . brbrUnit is professionally cleaned after every guest, to ensure the cleanest experience upon arrival.br2 parking spaces are directly behind unit ;easy to unload all of your belongings.brbr1st floor unit, 1 story building, no neighbors above or below for you to worry about being noisy :)brbrCommon BBQ grills on the resort

Siesta Key Beach Resort Jamaica Royale

Siesta Key, Florida, United States

Bed

3

Bath

Sleeps

$154.97

Escape to this superb condo in picturesque Siesta Key. This cozy rental features 1 bedroom, complete with all the essentials like a hair dryer, AC, heating, iron, and WiFi. Kickback, relax, and enjoy everything Siesta Key and our condo has to offer.

Newly Renovated 1 bedroom Condo

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$340.25

Summary:brbrAmazing direct Gulf view from this 4th floor front corner condo. Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. We are right on the beach with lounge chairs provided. As close as you can get to the Gulf without being in the water! We can comfortably accommodate 6 people. There are 2 double beds in one room and 1 King in the other.brbrbrbrThe Space:brbrEnjoy the view into the Gulf and up the North end of the beach.brbrbrbrEach bedroom has it's own flat-screen cable TV & ceiling fan.brbrbrbrThe unit also features a fully-equipped, modern kitchen and dining area.brbrbrbrHeated pool, covered parking. All the comforts of home. brbrbrbrPlenty of coin-operated laundry facilities are on-sitebrbrbrbrComputer is available in the clubhouse for guests to use during office hours. A printer is provided for airline boarding pass printing.brbrbrbrFree WiFi.brbrbrbrGuest Access:brbrYou have full run of the entire condo.brbrbrbrThe Neighborhood:brbr-Nearby Sarasota has all the social and cultural attractions you could desire: Marie Selby Botanical Gardens, Mote Marine Aquarium, and The Ringling Brothers Museum of Art are all minutes away. brbrbrbr-A few miles north is St. Armand's Circle with its trendy shopping. brbrbrbr-Only one hour from Busch Gardens in Tampa. Two hours from Islands of Adventure, Epcot, Disney, and Universal Studios.brbrbrbrGetting Around:brbrIt’s easy to get around Siesta Key via the free trolley or multiple free ride services.brbrbrbrOther Things to Note:brbrWalking distance from shopping, restaurants, and stores.brbrbrbrPlenty of opportunities for shopping, golf, boating, fishing and much more.brbrbrbrInteraction with Guests:brbrWe are available 24/7 via text, email, or phone. And of course app messaging. We prefer to stay in contact and help you with any needs.

Beach & Pool Open! Direct Beachfront Condo! Sunsets!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$287.57

The Anchorage Resort on Siesta Key - includes resort amenity access!brbrOur 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.brbr* Anchorage Resort Condo br* 2 bedrooms / 2 bathroomsbr* Sixth Floor Condo with balcony overlooks Southern Siesta Keybr* Fully equipped Kitchen with seating for 4 at the dining tablebr* Beach Supplies include- Chairs, Beach Cart, Umbrella, Cooler, Beach Towelsbr* Community Saltwater Pool- Largest pool on the Key!br* Gated Communitybr* Siesta Key Trolley- free pickup in front of the resort entrancebr* Private Beach access to Crescent Beach across the streetbr* 25-year minimum age to rent restrictionbrbrBEDROOMS (Sixth Floor Condo)brBedroom 1: One King Bedroom (Ensuite Bathroom) / Balcony Access / 47 Smart TVbrBedroom 2: Two Queen Bedroom / Balcony Access / 47 Smart TVbrbrThe Anchorage Resort Amenity Access Included with Rental:br* Olympic-Size Saltwater poolbr* 3 Lighted Tennis Courts- Can turn into Pickleball courtsbr* Shuffleboardbr* Community BBQ areabr* Individual Picnic areas along the Canal/Intracoastal Waterwaybr* Exercise Roombr* Bike Racks (subject to availability)br* Boat Dock/Seawallbr* Coin-Operated Washer/Dryer on Each FloorbrbrPool Information:br- Community Poolbr- Saltwaterbr- Heated in winter monthsbrbrResort Parking Rules:brThe resort allows a maximum of 2 cars.brVehicles must be registered with the front office during office hoursbrbrHOA Rules:brLead guest must be age 25 or older. ID is checked upon registration at the resort.brNo petsbrJanuary 1- April 16 Rentals are 7-nights beginning and ending on Saturday onlybrbr brDistances from Resort to Shopping & Attractions:br* Daiquiri Deck South Siesta Key- 5-minute walk across the streetbr* Crescent Beach Private Beach Access- 7-minute walk across the streetbr* Toasted Mango Cafe - 9-minute walkbr* Siesta Key Watersports - .6 milebr* Siesta Key Village- 2.7 (trolley stop)br* Publix at Sarasota Pavilion- 1.4 milesbr* Marie Selby Botanical Gardens - 6 milesbr* Sarasota Bradenton Airport (SRQ) - 11 milesbr brWhy Choose this Rental br- Professionally managed to serve all your needsbr- Management company has over 26 years of experience hosting well over 200,000 familiesbr- Go straight to your rental with online email check-inbr- 24/7 on-call maintenancebr- Free On-Site Parkingbr- Smoke-free and pet-free for your comfortbr- Towels and linens are providedbr- Complimentary WiFibr brOur Starter Welcome packet supplies:br- 2 rolls toilet paper per bathroombr- 1 hotel-size bar soap per bathroombr- 1 hotel-size shampoo/conditioner per full bathroombr- 1 roll paper towelbr- 2 packet dishwasher detergentbr- Size 13-gallon Trash bagsbrAny supplies beyond this are up to the guest to replenish, we do not restock these items. brNo salt/pepper or cleaning supplies are stocked due to safety issues. brThis is an industry-standard practice.br brFOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights)brWe will collect a $1,500 deposit.brBalance is due 60 days prior to arrivalbrIf canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded.brIf canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit.brNo cancellation or modification 60 days or less prior to arrival.

Anchorage Resort Siesta Key 2 Bedroom 6th Floor Condo Beach Access

Siesta Key, Florida, United States

Bed

Bath

6

Sleeps

$324.97

Located on Siesta Key this beautiful 2 bedroom 2 bath condo is in the sought after Gulf and Bay community. This spacious condo boast 1 king room with attached bath and a second room with a twin and queen bed with detached bath. With a balcony view overlooking a pond and spacious living area you will have all the comforts of home and wants of a vacation. This community allows for beach access on the Gulf side so no need to drive to beach parking when you can just walk.

Bay Breezy condo with Beach access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$438.71

Discover the beauty of Siesta Key from this 2-bedroom condo. The whole group will enjoy easy access to everything from this fully renovated, centrally located condo. This two bedroom one bathroom, very spacious unit is conveniently located across from Beach Access 10, with a pedestrian lit crosswalk. Easily walkable to town from the beach and road. Located across from the Siesta Breeze trolley stop, a car isn't needed if you do not want one as everything is walkable or free rides or the shuttle are available. This quaint property offers a tranquil escape with a king bed, a full bed, and a cozy living room with an additional rollaway twin bed. There is a sun porch, spacious living room, work area and spacious dining area. Guests can unwind in this spacious sun-filled condo. Enjoy your time in Siesta Key walking distance to the beach and village! Read, relax and unwind at the beach. Have some quality time with loved ones! brbrUnit description:brThis is a two bedroom, 1 bathroom very spacious unit. There is a covered area with seating area and dining area. The Living area is large enough to fit the whole group with a sectional sofa and two swivel chairs. the dining area seats 6 very comfortably. The kitchen should have everything you could need for cooking and hosting. The bathroom is newly renovated and very clean. The Primary bedroom has a king bed, spacious closet and large dresser, very appropriate for long stays. The queen bedroom is located off of the King bedroom and has a pocket door for privacy. There is a tv and large dresser in the room.

Across from beach access, walk to town, spacious two-bedroom, sleeps 5!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$370.51

Siesta Beach House #207 by Tropical Sands Accommodations brbrWelcome to Siesta Beach House #207, a cozy and budget friendly 2-bedroom, 1.5 bath condo just a 2-minute walk from the white sands of Siesta Key Beach. Set in a relaxed community with private beach access, this comfortable retreat is ideal for families, small groups, and couples looking to enjoy a classic Siesta Key vacation. With easy access to the Gulf, a heated community pool, and simple coastal living, this Siesta Key vacation rental offers the charm and convenience that keep guests returning year after year. brbrHighlights br• 2-minute walk to Siesta Beach br• 2 bedrooms / 1.5 bathroom br• 1 king bed, 1 queen bed, 1 twin bed, 1 sleeper sofabr• Heated community pool br• Washer and dryer in community laundry room br• Private beach access br• 1 parking space br• Shuffleboard courts br• Outdoor dining area brbrSiesta Beach House #207 sits on a quiet private lane with no through traffic, giving guests a peaceful setting just steps from the beach. Spend mornings walking the shoreline, afternoons relaxing by the heated pool, or challenge friends and family to a friendly game of shuffleboard. The community atmosphere is warm and laid back, making it a great choice for weekly vacation rentals on Siesta Key. brbrThe living area is bright and inviting, offering a comfortable sofa, one recliner, and a TV for easy relaxation after a day at the beach. A dining table sits nearby, providing a casual space for shared meals and family time. The full kitchen includes white cabinetry, essential appliances, and everything you need to prepare simple meals during your stay. It is perfect for families who prefer convenience and home-style comfort while traveling. brbrThe primary bedroom features a king bed with soft linens and natural lighting and includes a private half bathroom for added convenience. The second bedroom includes one queen bed and one twin bed, making it ideal for children or additional guests. A sleeper sofa in the living area offers extra sleeping space when needed. The full shared hallway bathroom includes a walk-in shower and is conveniently located between the living area and bedrooms.brbrRoom Details br• Primary Bedroom: King bed with private half bathroombr• Second Bedroom: One queen bed and one twin bedbr• Living Area: Sleeper sofabr• Bathrooms: One full hall bathroom with shower and one half bathroom in the primary bedroombrbrGuests have access to a community laundry room, shuffleboard courts, outdoor seating, and one designated parking space. With private beach access and a short stroll to the Gulf waters, this home offers true island convenience at an affordable price. Nearby, enjoy local restaurants, the Siesta Key Village experience, and all the family friendly attractions Sarasota is known for. brbrWhether you are planning a weekly stay or a relaxing beach getaway, Siesta Beach House #207 by Tropical Sands Accommodations is an excellent choice for guests seeking comfort, convenience, and island charm. With unbeatable proximity to Siesta Beach and welcoming community amenities, this condo makes it easy to enjoy your Siesta Key vacation. Book your stay today and begin your island escape!brbr- br3 NIGHT MINIMUM RENTAL REQUIRED brbrThis 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. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. 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.

Siesta Beach House #207 Minute Walk to Beach- 1 WEEK MINIMUM

Siesta Key, Florida, United States