Vacation Condo Rentals By Owner In Siesta Key, FL

Beachfront Condo Complex, Partial Gulfview, AMAZING location!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$228.57

This 2 bedroom, 2 bath unit has an expansive, open floor plan with beautiful décor, light and bright, flat screen TV, washer/dryer, and a beautiful kitchen with granite counter tops and stainless steel appliances. The screened in balcony off the living room has a lovely view of the pool and grounds. Newly appointed with lovely furnishings and beautiful wood laminate flooring.brbrThe Bay Oaks complex is a Siesta Key island development which is a stone’s throw away from the shores of Sarasota Bay and the Gulf of Mexico. The facilities and amenities inside the Bay Oaks community include a fishing pier, dock, a fabulous clubhouse, a resort-style swimming pool, sauna, tennis courts and BBQ area. Close proximity to the South Bridge. Convenient access to in-town attractions, including Ringling Museum of Arts, St. Armand’s Circle, Van Wezel and the Burns Square. Also close proximity to Siesta Village Restaurants, Shopping and the #1 Beach, Siesta Beach. You will love it here!brbrStarter Supplies ProvidedbrbrTo help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,.brbrKitchen & LaundrybrPaper towelsbrDishwashing liquidbrAll-purpose cleaning spraybrDishwasher tablets (if a dishwasher is available)brTrash bags (a few provided in each trash can)brLaundry detergent for one load (if the property has a washer)brbrBathroomsbrToilet paperbrSmall bottle of shampoo & ConditionerbrBar soap at each sinkbrbrGuests are responsible for purchasing any additional supplies needed during their stay.brbrSTARTER SUPPLIES PROVIDED INTENDEDbrTo Buy Time Before Purchase Quantitybr-----------------------------------------------------------brKitchen and Laundrybr• (1) Roll of paper towelsbr• (1) Small bottle dish washing liquidbr• (1) Small bottle cleaning liquidbr• (1) Scouring padbr• (2) Dishwasher tabletsbr• (2) Plastic trash bags in each trash canbr• Plastic trash bagsbr• (1) Load washer detergent IF property has washerbrbrBathroomsbr• (2) Rolls of toilet paperbr• (1) Small bottle of shampoobr• (1) Small bar of soap at each sinkbr• (1) Hair dryerbr• Bath towels, hand towels and washclothsbr• Guests are expected to wash all towels prior tobr• Departure in properties that have washing machinebr• Bedroomsbr• All Linens: Sheets, pillowcases and pillows, blanketsbr• Our cleaning company strips beds and launders linensbr• Beach Relatedbr• Beach towelsbr• Small coolerbrbr--------------------------------------------------brClosest Airports to Siesta Keybr--------------------------------------------------br• (SRQ) Sarasota - (20) Minutesbr• (PIE) St. Petersburg - (50) Minutesbr• (PGD) Punta Gorda- (55) Minutes br• (TPA) Tampa - (60) Minutesbr• (RSW) Ft. Myers - (90) Minutesbr• (MCO) Orlando - (2) Hoursbr• (SFB) Sanford/Orlando - (2) Hoursbrbr• Allegiant Airlines currently is the most cost-effective and flies direct from many Midwest airports to SRQ, PIE and PGDbr• Frontier Airlines sometimes offers unbelievable airfare deals and just began flying into Sarasotabr• Note - TPA and PIE are NOT THE SAME AIRPORT even though both are often listed as TAMPA / St. Petebr• Note - MCO and SFB are NOT THE SAME AIRPORT even though both are in Orlando

Bay Oaks - Amazing Siesta Key Condo on Intracoastal Waterway!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$375.96

Jamaica Royale - Villa Unit #84brbrWelcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key as one of his top five choices for beautiful beaches over the last several years.brbrJamaica Royale, overlooking the Gulf of Mexico, welcomes you to its beautiful white quartz sands and private beaches. The complex offers 3 pools, 2 BBQ areas and plenty of parking. Jamaica Royale is perfectly located to enjoy all that the Key offers. A free trolley is available in front of the complex or its a 20 min walk to the village where there are plenty of restaurants, lively bars hosting local music acts and delicious ice cream shops. There is on site management and security. Guests in this unit will find themselves on the amazing Siesta Key beach in just two hundred steps. And for those who choose a day of playing with tubes and noodles, Jamaica Royale has three conveniently located heated swimming pools. brbrRentals range from one week to an entire season in this recently updated, ADA compliant one story villa that offers two generously sized bedrooms (plus a living room sleeper/sofa) that allows for up to six guests. The primary bedroom has a king bed and full bathroom with walk-in shower. The second bedroom has new full size beds. An eat-in kitchen with a microwave, an oven and a Keurig coffee pot, an in-unit washer and dryer, tv's in both bedrooms and a fresh and lively living area with a brand new television all make this unit seem like your home away from home. A patio on the garden side of the complex allows for lounging with your morning coffee or late afternoon cocktails. brbrThe location is ideal for watching amazing sunsets, walking or driving into Siesta Key Village with its fabulous restaurants and daily music, renting boats, para-sailing, paddle boarding, kayaking or just staying back, reading and relaxing. There are other options for getting around the key: Siesta Trolley and numerous other shuttles that usually work just on tips. brbrDowntown Sarasota, a 15 minute drive, provides restaurants to tempt every taste bud. Enjoy a sunset cruise on Le Barge in Sarasota Bay. There is always fabulous entertainment at the Van Wezel, the symphony, the opera or one of the many wonderful jazz restaurants.brbrThis is a vacation you will not soon forget.brbrThe front office is open Monday - Saturday from 9:00am - 5:00pm. If you are arriving after hours or on Sunday please let us know ahead of time so we can coordinate getting your keys, parking pass, instructions and wrist bands upon arrival. There is a lockbox that will have all of your necessary information and we can provide the code.brbrYou can also visit www.jamaicaroyale.com for further property details.brbrSiesta Seaside Services has officially begun to manage Jamaica Royale beach chairs for our beach. Siesta Seaside Services also offers rentals of beach chairs w/umbrellas, beach cabanas, stand alone beach umbrellas, and beach tents. Jamaica Royale’s beach chairs will continue to be available for use at no charge. If you are interested in renting items from Siesta Seaside Services or have any questions, please reach them by phone at 941- 702-5399 or visit their website at www.siestaseaside.com.brbrPlease remember to bring your own beach towels as unfortunately we don't have them available in our unit!brbrPlease note during high season and holidays bookings must have a Saturday arrival / or departure. If you have questions on possible dates please inquire and we can immeditally check availability.brbrThank you and enjoy our home.brbrPam and DanbrbrPS: We take great pride in providing a tremendous experience at our home and hope you enjoy beautiful Siesta Key as much as we do.

Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$229.21

Welcome to Villa Maritima, a family-owned first-floor Siesta Key condo in a quiet coastal community. Just a 10-minute walk to the sugar-white sands of Siesta Key Beach and near Siesta Key Village, it’s perfect for beach days, village dining, or relaxing at home! Enjoy two pools, tennis & pickleball courts, a fitness center, sauna, and optional in-condo bike rentals. Bright, fully furnished, with Wi-Fi, A/C, and beach essentials—everything you need for a comfortable stay!

Spacious 1st-Floor Siesta Key Condo by #1 Beach

Siesta Key, Florida, United States

1

Bed

1

Bath

6

Sleeps

$264.46

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrExperience the perfect blend of Old Florida soul and modern luxury at The Sandy Sole. The Sandy Sole celebrates the best of both worlds. We’ve meticulously maintained the original Florida architecture and 1950s heritage of the home while performing a top-to-bottom modern renovation. The result is a space that feels grounded and full of character, but functions like a modern build. Located in the heart of Siesta Key, you’re just a bike ride away from the world-famous quartz sands. brbr brbrLOCATION HIGHLIGHTS brbr- Beach Access: Just 1.4 miles to the Siesta Key Beach & Pavilion. brbr- The Village: 1.8 miles to Siesta Key Village’s premier shopping, dining, and nightlife. brbr- Exploration: Centrally located near local parks, hidden gem beaches, and Sarasota attractions. brbr brbrPROPERTY FEATURES brbr- This unit is the larger side of a charming duplex, offering approximately 1,000 sq. ft. of pristine living space. While the home maintains its original 1950s architectural character, the interior has been fully modernized. The crowning jewel is the private, oversized screened-in lanai—a massive outdoor living room featuring ample lounge seating and a large TV, perfect for breezy Gulf Coast evenings. brbr brbrLIVING ROOM brbr- The open-concept living area is designed for relaxation and connection. Large windows flood the space with natural light, highlighting the fresh renovations. brbr- Entertainment: Large flat-screen TV with streaming capabilities. brbr- Comfort: Plush seating and coastal-chic decor. brbr- Flow: Seamless access to both the kitchen and the private lanai. brbr brbrKITCHEN AND DINING brbr- A chef’s delight featuring a full suite of brand-new, stainless steel appliances. brbr- Setup: Modern cabinetry and stone countertops. brbr- Amenities: Fully stocked with cookware, coffee maker, and essentials. brbr- Outdoor Dining: Enjoy your morning coffee on the lanai or fire up the electric grill for an alfresco dinner. brbr brbrBEDROOMS AND BATHROOMS brbr- Rest easy on premium linens in our two thoughtfully appointed bedrooms. brbr- Primary Bedroom: Features a luxurious King Bed. brbr- Guest Bedroom: Features a comfortable Queen Bed. brbr- Bathroom: A pristine, full bathroom equipped with a shower/tub combination. brbr- Laundry: Brand new, in-unit stacked washer and dryer for your convenience. brbr brbrEXTRA PERKS brbr- Beach Ready: We provide beach towels, a couple of chairs, and an umbrella—save the trunk space! brbr- Pet Friendly: Your well-behaved dog is welcome (prior approval and fee required). brbr- The Backyard: A spacious, shared backyard offers plenty of room to catch some sun. brbr- Parking: Large shared driveway with space for up to 2 vehicles for this unit. brbr brbrLOCAL FAVORITES brbr- Siesta Key Beach: Consistently ranked as the #1 beach in the U.S. brbr- Dining: Don't miss the Siesta Key Oyster Bar (SKOB) or local favorites in the Village. brbr- Nature: Explore the nearby mangrove tunnels by kayak or paddleboard. brbr brbrIMPORTANT INFO brbr- Occupancy: Maximum 4 guests. brbr- Smoking: Strictly non-smoking property. Vaping is restricted to designated outdoor areas. brbr- Pets: No aggressive breeds, excessive barkers, or chewers (prior approval and fee required) brbr- Yard: The backyard is spacious but not fenced. brbr- Large Groups: Traveling with a bigger party You can rent the adjacent unit to accommodate up to 7 guests total! brbr- Door cameras in the front and rear for added security brbr brbrWhether you're looking for a peaceful morning on the oversized lanai or a sun-drenched afternoon at the beach, The Sandy Sole offers the ultimate Siesta Key retreat where vintage Florida charm meets modern coastal luxury—book your stay today and start living on island time!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.

Sea Salt Grand Suite: Fully Renovated 1950s Gem w/ Private Lanai | 1.4 Mi to Siesta Key Beach!

Siesta Key, Florida, United States

Bed

1

Bath

4

Sleeps

$397.07

Escape to Siesta Key in this beautiful beach condo just a short 2-minute stroll from the world-famous white sands of Siesta Key Beach. Perfect for families, couples, or small groups, Siesta Beach House #210 combines relaxed coastal charm with the comfort and convenience of home. The spacious primary bedroom offers a king bed, while the guest bedroom includes a queen and twin bed setup perfect for kids or additional guests. Spend your days lounging by the heated community pool, enjoying private beach access, taking in the beautiful landscape, or exploring the nearby shops, restaurants, and nightlife of Siesta Key Village.brbrBedroom: KingbrBedroom 2: Queen and TwinbrbrAdded 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*Security authorization Hold taken upon check-in. Amount: $500br*To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older.

Pool & Beach access at Cozy Siesta Key Condo!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$188.94

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.

2 Bedroom Condo on Siesta Key, Walk to the Beach, Free Parking, Free WIFI, A/C

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$189.62

Walk 50 ft. out your lanai door and you are on the white sands of Siesta Beach. Walk 3 blocks out your front door and you are in the heart of Siesta Village, dining and shopping area. No Car Required. brbrThis 2 BD/2 BA ground floor condo, corner unit, gives you direct access to 1,100 feet of PRIVATE sugar white sand of Siesta Beach (3.5 mi. long.) The views of the Gulf of Mexico, Big Pass and South Lido Beach are extraordinary. There are 2 pools in the complex. The one overlooking the Gulf of Mexico, is right on the beach just outside your lanai door about 40 ft. brbrThe condo's 26 foot expanse of tinted, hurricane poof glass doors on the lanai offer ever-present views of the beach and Gulf of Mexico from the Living Rm., Dinning Rm. and Primary Bedroom. This Beach home is 1440 sq. ft. which includes the 6'x26' lanai; The perfect place to enjoy cocktails and Siesta Keys beautiful sunsets. The home has been totally refurnished and decorated by Richard Rose, a NY designer who has lived on Siesta Key for 30 years. The decor is relaxed, comfortable and beach practical with original art. The living room furniture includes a Stressless leather recliner and 2 Natuzzi burgundy leather swivel chairs. There is a new Samsung 65 TV in the living room, a 55 TV in the primary bedroom and a 40 TV in the guest bedroom/den. The primary bedroom has a new queen bed, an en-suite bathroom with a walk-in shower & dual sinks, as well as a walk-in closet with a dressing area, large mirror and built in dresser. Your guests will enjoy a comfortable queen bed in the den/office in the back of the condo. It is immediately next to the 2nd bath with a shower and jacuzzi tub. The apartment has great hot water. There is a small breakfast area with a window in the back of the kitchen that easily functions as a second office + 2 utility/storage closets. A 4'x8'x9' storage room w/lock is in the hall just outside the condo for easy access storage of suit cases, golf clubs and water sport accessories etc.brbrWhispering Sands Condo has a magnificent community lounge overlooking the pool and the Gulf of Mexico, that can be reserved for private events. There is also a Clubhouse just east of the towers with a 2nd pool that over looks the lagoon + a gym, multiple conversation areas, card tables, a kitchen and all sorts of activities. Another wonderful feature of the condo is the Tiki Hut grilling and picnic area which is just off the beach in a quiet pine grove. A kayaks/sup rack is also included in the rental. The assigned covered parking spot is immediately in front of the resident only entrance and there are 6 guest parking spaces just steps from the lanai. brbrWhispering Sands is a active 55+ community with gorgeous grounds; a large lagoon, pine groves and an abundance of nature and sea birds. An Extraordinary Experience awaits you. The rental includes all utilities, maintenance, WIFI and internet. Minimum rental is 2 months in 2023 and 3 months in 2024. At least 1 renter must be 55 or older and condo association approval is required. brSPECIAL DISCOUNT RATE of 35% will be in effect through season 2024 due to construction being done on the condo building.

GROUND FLOOR CONDO DIRECTLY ON SIESTA BEACH! Only 3 blocks to Siesta Village

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$247.25

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrStep into a piece of Siesta Key history reimagined. The Salty Soul (A) is a masterfully renovated 1950s retreat that blends Old Florida soul with modern, high-end design. Perfectly sized for a couple or a small family, this ~800 sq. ft. suite offers a curated, boutique atmosphere just minutes from the nation's top-rated beaches. brbr brbrLOCATION HIGHLIGHTS brbr- Beach Access: Just 1.4 miles to the legendary Siesta Key Beach & Pavilion. brbr- The Village: 1.8 miles to the dining, shopping, and nightlife of Siesta Key Village. brbr- Prime Spot: Located in a quiet neighborhood while remaining close to all local attractions. brbr brbrPROPERTY FEATURES brbr- This unit is a masterclass in maximizing coastal style. While the home retains its original 1950s structure, the interior has been stripped back and modernized with premium finishes. While the neighboring unit has a lanai, this suite boasts a spacious, open-air back patio furnished for lounging—the perfect spot for a cocktail under the stars. brbr brbrLIVING ROOM brbr- An airy, open-concept space designed for unwinding after a day in the sun. brbr- Entertainment: Large big-screen TV and high-speed Wi-Fi. brbr- Style: Clean lines, coastal decor, and plenty of natural light. brbr brbrKITCHEN AND DINING brbr- Enjoy a fully updated kitchen featuring all-new, stainless steel appliances. brbr- Cooking: Fully stocked with everything needed for island meals. brbr- Outdoor Living: Easy access to the back patio and the electric grill for alfresco dining. brbr brbrBEDROOMS AND BATHROOMS brbr- Primary Bedroom: A peaceful retreat featuring a King Bed. brbr- Guest Bedroom: A charming piece of history! Originally the maid’s corridor in the 1950s, this cozy, narrow room features a Full Bed. It’s an ideal sleeping nook for a child or a single guest. brbr- Bathroom: A pristine, fully renovated bathroom with a shower. brbr- Laundry: In-unit stacked washer and dryer. brbr brbrEXTRA PERKS brbr- Beach Essentials: We provide towels, chairs, and an umbrella. brbr- Dog Friendly: Well-behaved pups welcome with prior approval and fee. brbr- Backyard: Access to the large, shared (not fenced) grassy backyard. brbr- Parking: Large shared driveway with space for 2 vehicles. brbr brbrLOCAL FAVORITES brbr- Siesta Key Beach: 1.4 miles to the world-famous white quartz sand. brbr- The Village: Grab a coffee at a local cafe or dinner at a top-rated seafood spot. brbr- Nature: Nearby access to parks and water sports. brbr brbrIMPORTANT INFO brbr- Occupancy: Maximum 3 guests. brbr- Smoking: Non-smoking property (vaping restricted to outdoor areas). brbr- Guest Room: As a historic corridor, this room is cozy and small—please keep this in mind for your group's layout! brbr- Large Parties: You can rent the adjacent The Sandy Sole (B Unit) to host up to 7 guests total. brbr- Door cameras in the front and rear for added security brbr brbrFrom its unique 1950s maid's corridor history to its sleek, modern upgrades, The Salty Soul (A) offers an authentic and stylish Siesta Key experience—book your stay today and discover island living at its finest!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.

Sand Dollar Boutique Suite: Renovated 1950s Gem with Private Patio – 1.4 Mi to Siesta Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$508.15

Crescent Arms 704N by Tropical Sands Accommodations br brWelcome to Crescent Arms 704N, a renovated 2-bedroom, 2-bath Gulf-front penthouse on the 7th floor overlooking the turquoise waters of Crescent Beach. This bright and comfortable condo offers private beach access, a screened lanai with incredible water views, and a relaxed atmosphere perfect for families and small groups seeking Siesta Key vacation rentals near Siesta Beach and the South Village dining and shopping area. brbrHighlights br-Gulf-front penthouse br-1-minute walk to private beach access br-Sleeps 6 br-2 Bedrooms / 2 Bathrooms br-1 King, 2 Queens br-Screened lanai with dining for 4 br-Updated kitchen with new appliances br-Heated community pool and beach chairs br- 1 Covered parking brbrCrescent Arms offers everything you need for an easy, comfortable beach getaway, including private beach access, a heated community pool, beach chairs, and covered parking. Spend the day relaxing by the pool, stroll straight onto the soft white sand, or unwind on your screened lanai before heading back out for another swim in the Gulf. brbrInside, the living area features cozy sofa seating, a large TV, and bright natural light with water views from the 7th floor. The dining space seats six guests, making mealtimes simple and enjoyable. The renovated kitchen includes stainless steel appliances, a coffee maker, toaster, and all cooking essentials. Step out onto the private screened lanai, where a table for four overlooks the Gulf, perfect for morning coffee, sunset meals, or taking in the ocean breeze. brbrThe primary bedroom features a comfortable King bed and an ensuite bathroom with a walk-in shower, offering a peaceful retreat after a day on Siesta Beach. The second bedroom includes two Queen beds and also has its own ensuite bathroom with a walk-in shower, giving every guest plenty of comfort and privacy throughout their stay. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in shower br-Second Bedroom: Two Queen beds, ensuite bathroom with walk-in shower brbrGuests enjoy access to Crescent Arms’ private beach entrance, beach chairs, heated pool, BBQ area, and covered parking. Located in South Village, this condo is close to Siesta Key’s popular restaurants, coffee shops, boutiques, and local happy hour spots. All within minutes of world famous Siesta Beach. brbrWith stunning Gulf front views, a renovated interior, private beach access, and an unbeatable Siesta Key location, Crescent Arms 704N by Tropical Sands Accommodations is the perfect place for a relaxing and memorable getaway. Book your stay today and enjoy the best of Siesta Key! brbr- br br*1 week minimum stay required

704N Crescent Arms- Full Gulf Front - 1 WEEK MIN

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$256.92

Welcome to Sandy Cove Hideaway! brbr brbrTucked away in the quiet and coveted Sandy Cove community, Sandy Cove Hideaway is a peaceful, garden-style retreat with a private beach and fishing pier. Stroll shady paths, watch dolphins and manatees in the cove, cast a line, and finish the day with a sunset by the water. brbr brbrLOCATION HIGHLIGHTS: brbr- Leave the car parked. Siesta Key Village is a short walk to bars, restaurants, coffee shops, and boutiques brbr- Peaceful, garden-like grounds with private beach access and a community fishing pier brbr- Scenic walking paths where you can spot dolphins and manatees in the cove brbr- Easy sunsets by the water and quick access to Siesta Key Village and Sarasota brbr brbrPROPERTY FEATURES: brbr- Ground-level end unit for extra privacy and easy access brbr- Sparkling community pool is just steps from your condo brbr- Private screened lanai off the kitchen plus a larger backyard patio surrounded by lush greenery brbr- Two sliding glass doors along the back wall for abundant natural light brbr- All-new appliances and furnishings (no ice maker) brbr- Remote-operated blinds brbr- Large TV with streaming and cable brbr- In-unit washer and dryer brbr- One assigned parking space directly outside the unit, plus guest parking brbr- Smoke-free property brbr brbrEXTRA PERKS: brbr- Pet friendly for up to 2 dogs, which is rare for Siesta Key condos! brbr- Ground-floor layout and two outdoor spaces make dog routines simple brbr- Ideal for solo travelers or couples, especially those bringing a dog brbr brbrIMPORTANT INFO: brbr- Sandy Cove HOA requires a 30-night minimum stay, guest notification, and advance approval brbr- Community quiet hours and rules apply brbr- Pet approval and fees may be required; please include pet details with your inquiry brbr- No large trucks, trailers, busses or larger vehicles allowed. No work vehicles. brbr brbrWhy guests love it: Private-beach community, peaceful setting, and pet friendly for up to two dogs. Looking for quiet comfort with indoor/outdoor living and a short walk to Siesta Key Village Sandy Cove Hideaway is a rare find. Book while dates are open.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Sandy Cove Hideaway: Private, End-Unit, Walk to Village, Private Beach, Fishing Pier & Dog Friendly!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$327.59

Welcome to Crescent Arms unit 405NbrThis 4th floor unit, with an elevator, is steps from the beach and a short walk to several restaurants, a Tiki bar, an island grocery store and water sports/ boating. 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.br There are two separate bedrooms, each with their own bathroom and flat screen TV. The master bedroom has a King bed and the 2nd bedroom has a queen bed plus a double bed. The kitchen is fully stocked with dishes/pots and pans/utensils/appliances and has everything you need. Beach chairs and umbrellas are provided for your beach comfort and enjoyment. The lanai has a gulf view and there is a laundry room conveniently located on the 4th floor. The condo has a designated, covered parking spot on site, BBQ grills, a heated pool and is truly a beach paradise.brBook now and get ready to view the beautiful sunsets from your own slice of Siesta Perfection!brThis unit Features:brBeach front property! Easy access on and off the Island! 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. Screened in lanai with patio furniture. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:br Heated 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. NO 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: 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.

Crescent Arms Vacation Rentals 405N Siesta Key Florida

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$348.15

Welcome to Crescent Arms unit CA 505SbrweeksbrApril 11-18th 2026 25% offbrApril 18-18th 2026 25% offbrApril 25- May 1 2026 15% offbrMay9-16th 2026 15% offbrMay 16-23rd 15% offbrFully equipped, 5th-floor, 2 bedroom/2 bath condo in Crescent Arms Towers, Gulf views. The fifth floor 505s beachfront condo is steps away from the sugar-white sand of Crescent Beach. Its screened in lanai offers a direct Gulf view as well as a sneak peak of the bayside looking East. 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! Easy access on and off the Beach! 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. Screened in lanai with patio furniture. 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. NO 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: 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.

Crescent Arms Vacation Rentals 505S Siesta Key Florida DISCOUNTS on selected dates

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$411.16

Welcome to Crescent Arms Unit CA 202S - This unit is Located on the southwest corner of the south building. It features a lanai that is directly overlooking the Gulf of Mexico. The living room and kitchen offer a breathtaking view of the beach and the amazing sunsets .Our second floor, gulf-front apartment offers a spectacular, uninterrupted view down beautiful Crescent Beach., its screened lanai provides a sunny front-row seat for beach and sunset watching with shelter from the occasional north breeze.brThe bedrooms are located down the hall. The first bedroom has 2 twin beds with a hall bathroom. The second bedroom has a king bed and is located at the back of the unit making this room separated from the main living area, offering a quiet room for the kids during nap times or the adults needing a couple of extra minutes to sleep in without being disturbed by the people in the living room.brThe living room contains soft leather couches and a recliner chair, three reading lamps, and a 46-inch, flat-screen remote-control cable television. One couch is a queen-sized sleeper sofa. The elegant glass dining table seats six. The kitchen, with its beautiful granite countertops, is open to the living area and the beach view. Each bedroom has its own flat screen TV. Both bathrooms have beautifully designed walk-in showers with built-in seats and sliding glass doors. brCrescent Beach, with its three miles of white, sugar-like sand, is rated as one of the most beautiful beaches in the world. Its smooth, fine sand and gentle slope are perfect for walking, jogging, even pushing strollers. Look for shells, watch for dolphins, or just watch the people as you stroll along this inviting Gulf shore. On the street side, it is an easy walk or a short drive to shops, stores, and restaurants. Decorated in neutral sand colors with coral accents, our condo provides contemporary, comfortable furniture and handsome ceramic tile floors throughout. 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! Easy access on and off the Island! No loading up a car or crossing streets just walk out of the building onto the sand! 2 Bedroom 2 bathroom. Sleeps up to 4 people. Screened in lanai with patio furniture. Full kitchen, dining area, Tv in each room with free Wi-Fi. brShared resort amenities:brHeated pool, Private Beach, BBQ area with gas grill. 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. Crescent Arms features: 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.

Crescent Arms Vacation Rentals 202S Siesta Key Florida

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$328.96

Beautiful lake view, 2-bedroom, 2-bath home on Siesta Key! Our townhouse is a spacious unit located on the second floor, featuring a king bed in the master, a queen and twin in the second bedroom, and a sleeper sofa in the living room, sleeping up to 7 guests. Outside your living room is a long deck with southern sun exposure, perfect for early more coffee over looking the lake! A brief walk from the townhouse 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- Queen, TwinbrLiving 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

Beautiful Lake View Condo Near Siesta Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$327.59

403 N brSPECIALS!! brSPRING BREAK 4/11-25th $2,300 per weekbrMay special 5/9-16, 5/23-30 $1,400 per weekbrbrPlease call the office for the discount.brbr Please call the office for the discount. Seven day minimum Saturday to Saturday We strongly advise taking rental insurance in case of any unforeseen. Please call the office and they will enter the discount. 941 349-4171.brCome and enjoy the sun and moon light on the Gulf and feel the powder white sands of Siesta Key between your toes, where the sand never gets hot, steps away from your condo. We are located on the 4th-floor DIRECTLY ON THE WORLD FAMOUS BEACH IN SIESTA KEY! Crescent Beach, is famous for its crescent shape with pure white powder sand that is 99% pure quartz. Enjoy your morning coffee or perhaps a refreshing mimosa overlooking the sparkling Gulf in your spacious, screened lanai. Dolphins and stunning sunsets can be viewed from the beach or lanai. Leave your car parked in the shade under our covered parking and enjoy all this area has to offer.brFrom sitting on the beach, in loungers and chairs provided free of charge to our guests, to strolling to the South Village of Siesta Key. Here you'll find restaurants, shopping, clothing shops, grocery and drug stores. The Daiquiri Deck is a new addition to the South Village, steps from our condo. The Siesta Key Village is a short drive or long walk where you'll find an assortment of shops, entertainment, pubs, bars and restaurants. After souvenir shopping, enjoy an ice cream or refreshing drink. Rental equipment (bikes, canoes, kayaks, boats, jet skis, etc.) are also conveniently available.brOur 4th floor condo boasts granite countertops in the kitchen and both bathrooms. The kitchen has everything you'll need to prepare meals and drinks if you choose to stay in and relax. Sleep comfortably in our king sized beds, along with their own private bathrooms and showers. TVs are located in each bedroom and the living room. The living area has a new leather pull out sofa (queen sized) and loveseat for relaxing and entertaining. Cable HD, LCD TV, DVD/VCR combo and FREE WIFI are also included in the unit, as well as all linens, bath and beach towels, air-conditioning and ceiling fans in all rooms. Each room also has an individual access by sliders to the lanai. Washers/dryers are located just a few steps away near the elevator. No smoking and no pets, please! brbrThere is a seven night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM Please consider purchasing independent trip/rental insurance to protect against any loss of payments. Come and enjoy the gentle surf of the ocean, the sugar white, powdery sand of Siesta Key. Start making your memories here and continue vacationing here as we have.brCrescent Arms features: Fully Furnished, Gated Condominiums 2 Bedrooms/2 Baths Private Wireless Internet in Unit Private Beach Access with Chairs Steps to the beach 1-Week, Saturday to Saturday, Minimum Required Stay

Crescent Arms Vacation Rentals 403 N Siesta Key Florida

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$251.09

Welcome to Crescent Arms unit CA 705SbrbrThis is Crescent Arms only 1 bedroom 1 bath unit. It is the perfect size for a individual, A couple, or even a small family sleeping up to 4 people. New HALO induct air purifying system for the whole condo. New items include, two living room chairs, coffee table, lamps with USB outlets, lanai table, bedroom fan, TVs, and linens and bedspread. Bright and cheery, freshly painted, new linens and some new furniture! Brand new Murphy Bed! Living room has a flat screen TV. Bedroom has a king bed, large chair and light for reading. Flat screen TV Lanai has a gulf view of world famous Crescent Beach. Put your toes in its unique 99% quartz sand that has been judged the world's finest and whitest!brTake the free trolley to the village or to the south end of the island! It stops right in front of the complex! So much to see and do and very relaxing!brCrescent Arms features: Easy access on and off the Island! brFully Furnished, Gated Condominiums & Villas 1 Bedroom/ 1 Bath Private Wireless Internet in Unit Private Beach Access with Chairs Steps to the beach Villas with Attached Garagesbr1-Week, Saturday to Saturday, Minimum Required Stay We strongly advise taking rental insurance in case of any unforeseen circumstances.

Crescent Arms 705 N Siesta Key Florida

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$460.79

201N brbrSPECIALS!!!brbrbrbrWe strongly advise you purchase travel insurance. 7 day minimum stay, Saturday to Saturday. Please call the office for the discount. We strongly recommend getting vacation insurance in case of any unforeseen circumstances. Come and enjoy the sun and moon light on the Gulf and feel the powder white sands of Siesta Key between your toes, where the sand never gets hot, steps away from your condo. We are located DIRECTLY ON THE WORLD FAMOUS BEACH IN SIESTA KEY WITH A MILLION DOLLAR VIEW. Crescent Beach, is famous for its crescent shape with pure white powder sand that is 99% pure quartz. Enjoy your morning coffee or perhaps a refreshing mimosa overlooking the sparkling Gulf in your spacious, screened lanai. Dolphins and stunning sunsets can be viewed from the beach or lanai. Leave your car parked in the shade under our covered parking and enjoy all this area has to offer. From sitting on the beach, in loungers and chairs provided free of charge to our guests, to strolling to the South Village of Siesta Key. Here you ll find restaurants, shopping, clothing shops, grocery and drug stores. The Daiquiri Deck is a new addition to the South Village, steps from our condo. The Siesta Key Village is a short drive or long walk where you ll find an assortment of shops, entertainment, pubs, bars and restaurants. After souvenir shopping, enjoy an ice cream or refreshing drink. Rental equipment (bikes, canoes, kayaks, boats, jet skis, etc.) are also conveniently available. Our 2nd floor condo boasts an updated kitchen with a new pantry and quartz countertops and peninsula. The kitchen has everything you ll need to prepare meals and drinks if you choose to stay in and relax. Sleep comfortably in our bedrooms; one with a king-sized bed and private completely renovated bathroom and shower and the other bedroom with two full beds with private completely renovated bathroom with shower. You can view and listen to the waves of the ocean from each bedroom as they lull you to sleep. TVs are located in each bedroom and the living room. The living room area has a couch and loveseat with built in recliners for relaxing as you enjoy the breathtaking views of the gulf or have fun entertaining. Cable HD, LCD TV, DVD/VCR combo and FREE WIFI are also included in the unit, as well as all linens, bath and beach towels, air-conditioning and ceiling fans in all rooms. Each room also has an individual access by sliders to the lanai for magnificent views of the gulf. Washers/dryers are located just a few steps away near the elevator. No smoking and no pets, please! Rules: There is a seven night minimum stay Saturday to Saturday. Check in: 4 PM Check out: 10 AM Please consider purchasing independent trip/rental insurance to protect against any loss of payments. Crescent Arms features: Fully Furnished, Gated Condominiums 2 Bedrooms/2 Baths Private Wireless Internet in Unit Private Beach Access with Chairs Steps to the beach 1-Week, Saturday to Saturday, Minimum Required Stay

Crescent Arms Vacation Rentals 201N Siesta Key Florida

Siesta Key, Florida, United States

Bed

Bath

6

Sleeps

$323.45

Gulf and Bay Club B604 by Tropical Sands AccommodationsbrbrCondo in Sarasota, FL 34242brbrGulf and Bay Club B604 offers a serene escape with two bedrooms, two baths, and a stunning screened-in balcony. Marvel at panoramic views of the beach, lake, and shared pool while dining al fresco or laughing with friends and family over a glass of wine and appetizers.brbrHighlightsbrbr• Private beach accessbrbr• Shared poolsbrbr• Tennis, pickleball, racquetball, basketball, and shuffleboard courtsbrbr• Fitness Centerbrbr• Community electric vehicle chargersbrbrInside is a coastal-inspired living space with a complete seating area, TV, and a formal dining room table. The kitchen has every cooking essential you’ll need to prepare favorites, and there is even a kitchen table.brbrThe primary bedroom is adorned with a premium King bed, a walk-in closet, and an ensuite bathroom with two vanities and a shower and tub combo. In the guest bedroom, there are two full beds, and each room has a television. Additionally, a washer and dryer are provided in this unit to add convenience to your stay.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. Pack your sunscreen and your sense of adventure – because at Gulf and Bay Club B604, the fun never takes a vacation!

Gulf and Bay Club B604

Siesta Key, Florida, United States

Bed