Vacation Condo Rentals By Owner In Siesta Key, FL

Gulf and Bay Club Unit B308 by Tropical Sands AccommodationsbrbrWelcome to Gulf and Bay Club Unit B308, a beautifully appointed 2-bedroom, 2-bath condo nestled in the heart of Siesta Key. Located within the highly sought-after Gulf and Bay Club community, this vacation getaway offers the perfect blend of comfort, convenience, and coastal charm. Just a 5-minute stroll from the world-renowned Siesta Beach. This 28-night minimum rental is perfect for snowbirds, extended vacationers, or remote workers looking to soak in Florida sunshine with the comfort of home and the amenities of a resort.brbrHighlights br• Private Beach with Secured Access br• 3 Shared Heated Pools br• Shared Tennis, Pickleball, Racquetball, Basketball, and Shuffleboard courts br• Shared Fitness Center br• Community Electric Vehicle Chargers br• 1 assigned Covered Parking Spot br• Shared BBQ areas brbrbrAs a guest of Gulf and Bay Club Unit B308, you'll enjoy access to an array of resort-style amenities. Lounge by one of three sparkling shared pools, unwind in the hot tub, or challenge your companions to a game of tennis, pickleball, or shuffleboard. The community also offers a modern fitness center, cornhole, and beautifully maintained grounds. After a sun-soaked beach day, rinse off and relax in comfort back at your stylish retreat.brbrThe open concept living area features cozy seating and a large flat-screen TV, perfect for a laid-back movie night. The adjacent dining area flows into a fully equipped kitchen with all the essentials: a full-size refrigerator, stove, oven, microwave, dishwasher, drip coffeemaker, toaster, and more. Whether you're preparing a beach picnic or a full dinner, you'll feel right at home.brbrThe spacious primary suite boasts a king-sized bed, with an ensuite bathroom that offers dual vanities for added convenience. The second bedroom includes two queen beds, making it ideal for families or visiting friends. A second full bathroom with a shower/tub combo is located off the hallway and easily accessible from all living areas.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom, dual vanitiesbr• Second Bedroom: Two queen beds, access to hallway bathroombrbrEnjoy the convenience of a covered parking space and in-unit washer and dryer, making long stays easy and comfortable. With beach chairs provided and Siesta Key’s top-rated beaches just minutes away, every day can be a beach day. You'll also be just a short drive or bike ride from local restaurants, boutique shops, and vibrant coastal attractions.brbrReady to unwind in paradise Gulf and Bay Club Unit B308 by Tropical Sands Accommodations is your perfect home base for a long-term escape on Siesta Key, a barrier island renowned for its powdery quartz sand, turquoise waters, and laid-back coastal charm. Spend your days lounging on Siesta Beach, consistently ranked among the best beaches in the U.S., explore the vibrant shops and dining in Siesta Key Village, or kayak through nearby mangrove tunnels teeming with wildlife. Book your stay now and experience the relaxed elegance and natural beauty of Florida’s Gulf Coast.brbr-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.

Gulf and Bay Club - B308 - Beachfront Resort Amenities Included!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$293.58

Gulf and Bay Club Unit B410 by Tropical Sands AccommodationsbrbrbrWelcome to Gulf and Bay Club Unit B410, a 2-bedroom, 2-bathroom coastal retreat located in the heart of Siesta Key, FL, just steps from the world-famous Siesta Beach. Nestled within the sought-after Gulf and Bay Club community, this 28-night minimum rental is perfect for snowbirds, extended vacationers, or remote workers looking to soak in Florida sunshine with the comfort of home and the amenities of a resort.brbrbrHighlightsbr• Private Beach with Secured Access br• 3 Shared Heated Pools br• Shared Tennis, Pickleball, Racquetball, Basketball, and Shuffleboard courts br• Shared Fitness Center br• Community Electric Vehicle Chargers br• 1 assigned Covered Parking Spot br• Shared BBQ areas brbrbrEnjoy the very best of Siesta Key vacation living with access to Gulf and Bay Club’s luxury community amenities. Start your day with a stroll along the sugar-soft sands of Siesta Beach, then unwind in one of three sparkling shared pools or soak in the hot tub. Keep active with the on-site fitness center or challenge your group to a friendly match at the tennis or pickleball courts. With shuffleboard, cornhole, and a welcoming clubhouse for socializing, there’s always something to enjoy.brbrThe condo's inviting living room offers cozy seating, a flat-screen TV, and access to natural light, perfect for relaxing after a day in the sun. The fully equipped kitchen features everything needed for home-cooked meals, including a refrigerator, stove, oven, microwave, dishwasher, drip coffeemaker, and toaster. A dining area nearby makes it easy to gather for breakfast or dinner before heading out to explore Siesta Key Village or nearby Sarasota.brbrThe primary bedroom offers a king-sized bed, and a private ensuite bathroom complete with dual vanity sinks and a walk-in shower, the perfect space to unwind in comfort. The second bedroom is spacious with two queen beds, making it ideal for families or guests, and has easy access to a hallway bathroom with a shower/tub combo and single vanity sink.brbrbrRoom Detailsbr• Primary Bedroom: King Bed, ensuite bath, dual vanity sinksbr• Bedroom 2: Two Queen Beds. Access to shared hallway bathbrbrbrGulf and Bay Club Unit B410 also includes a private washer and dryer, covered parking, and complimentary beach chairs for guest use. Located mid-island on Siesta Key, the property offers easy access to local dining, shopping, and activities, including kayaking in Sarasota Bay, exploring Point of Rocks, or enjoying a sunset at Siesta Key Beach Pavilion.brbrWhether you're planning a long beach escape, working remotely from paradise, or simply enjoying island life, Gulf and Bay Club Unit B410 by Tropical Sands Accommodations offers comfort, convenience, and a premier location near one of the most beautiful beaches in the U.S. Book your extended stay today and experience the best of Siesta Key, Florida!brbr-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.

Gulf and Bay Club - 410 - 3 Pools!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(8)

$432.95

Deluxe Condo in a Tropical Courtyard Setting steps from the Beach. Our home features two bedrooms, pull-our couch with an aero bed mattress, two bathrooms, dressing room with sink and vanity, and it's own enclosed terrace lanai. On the bayside, enjoy Little Sarasota Bay, heated swimming pool, outdoor showers with hot water, whirlpool, lighted tennis and pickle ball courts (equipment available), exercise room, or relax at the shaded fishing and picnic area. On the beach side, enjoy America's #1 beach on the Gulf of Mexico, heated swimming pool, ourtdoor showers with hot water, whirlpool, and shaded picnic area. Several barbecues are located throughout the grounds. Both gulf and bayside residents enjoy easy access to the beach and all beachside amenities including beach lounge chairs. Indoor activities include playing games, doing puzzles, or finding a book in our community library. The social committee has various activities and events planned each month during season. Our unit has washer, dryer, refrigerator, dishwasher, stove/oven with built in microwave, fully controllable air conditioning/heat, cable TV with Prime Video, Netflix, DVR, On Demand, WiFi/INTERNET, and covered parking. You'll definitely feel at home in the friendly tropical Excelsior community. Excelsior's location is second to none. Enjoy a wonderful collection of shops and restaurants right on Siesta Key. We have quick access to I-75 for trips to Tampa. Orlando, Miami, and the Keys. There are many attractions in area. Bush Gardens, Legoland, Disney World, Mote Aquarium, Ringling Museums, Myakka State Park, Marie Selby Botanical Gardens, Deep Sea Fishing, Asolo Repertory Theatre, Historic Spanish Point, St Armand's Circle. Spring Training Parks, Tampa's Lowry Park Zoo, Universal Studios Orlando, Sarasota Jungle Gardens to name a few. brMinimum rental: Two Weeks.

Luxurous Island Living at Excelsior Beach to Bay, Siesta Key, America's #1 Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$420.72

This two bedroom two bath has been recently updated with new flooring and new furniture. This tastefully decorated unit is fully equipped with flat screen tvs and new stainless steel appliances. The kitchen is equipped with all you need during your stay such as a Kuerig Coffee Maker and more. The unit also has a brand new air conditioner to keep you cool. Beds and all bedding have also been updated recently. There is a full collection of beach gear to make your day at the beach perfect. This unit is in a premier location within Siesta Dunes. Located on the second floor it has easy access to laundry, elevators and also the stairs. There is a completely unobstructed, unbelievable view of the pool, the beach and the spectacular sunsets of Siesta Key. Sit at the cocktail table on the extended lania and watch the sunset. You will enjoy everything this newly updated unit has to offer for your next fabulous beach vacation.

Recently Updated, Tastefully Decorated Gulf View, Siesta Dunes 2-206

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$338.77

Absolutely gorgeous, newly remodeled beachfront 2BR/2BA that sleeps 6! All new everything as of November 2015! Nice white tile throughout, all new furniture, all new kitchen appliances, recently added 2nd full bathroom, recently added washer and dryer...EVERYTHING NEW!!! Living Area features an open plan with shared dining area in front of a brand new 55 TV. Couch is a sleeper sofa. Washer and dryer are under the dining area cabinets. Full kitchen is fully stocked and has all new appliances. King Bed in master bedroom with TV. Master Bath has Tub/Shower. 2 Twin Beds in Guest Bedroom with TV. Newly added full guest bath features a walk-in shower. Phone, cable and Wi-Fi in the unit. Open your living area sliders to a spacious patio for relaxing and enjoying the cool beach breezes and water view! Unit is the closest one on property to beach and pool, just steps away! We offer complimentary beach chair/umbrella use and set-up by a beach concierge 7 days a week! 2 Tennis courts on property, brand new fitness center, boat docks, on-site rental office with real estate services, clubhouse with computer, printer and Wi-Fi and bay side pool. Welcome to Paradise! brFirethorn 110 at Midnight Cove

Firethorn 110 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$349.61

Fabulous view from this seventh floor two bedroom/two bath 1400+ s.f. unit. Enjoy the sights and sounds of the tropics from the spacious screened lanai that overlooks famous Crescent Beach! Tastefully decorated and offers a TV/DVD, VCR and a stereo in living room. Master bedroom features a queen size bed and TV. Master bath has roman tub. Guest bedroom has twin beds & TV. Guest bath has shower with glass doors. Washer & Dryer. Unit accommodates 4 people.

Chinaberry 475 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$349.61

AMAZING views from this 5th floor 2BR/2BA condo overlooking the Beach and the Gulf! Brand New to our Rental Program! Spacious living, dining, lanai and kitchen, all with views of the water! King bed in master bedroom, full view of the water, with glass sliders out to the lanai. Very spacious master bath with large soaking tub (no shower.) Two twin beds in the guest bedroom. Guest bathroom has very gorgeous walk-in shower. Sleeper sofa couch in the living room. Washer and Dryer. Condo sleeps a maximum of 6 total guests. Complimentary wi-fi, phones, cable all included. Come enjoy this wonderful condo and the use of your own private piece of white-sand, award winning, Crescent Beach on Siesta Key!

Chinaberry 456 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$338.77

Step outside the spacious screened lanai of this ground floor unit to the soft sugary sands of Crescent Beach. It's like having the beach in your own back yard! Ceramic tile floors throughout. Beautifully decorated living room has Flat screen TV & DVD. Kitchen features custom cabinetry, granite countertops and stainless steel appliances. Master bedroom features a king size bed with Flat screen TV and the master bath offers a jacuzzi tub and shower combo. Guest bedroom has Flat screen TV/DVD, twin beds and guest bath offers a shower. Washer/Dryer in unit and comfortably sleeps 4. Complimentary wireless internet in unit.

Firethorn 310 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$462.42

Gulf view and beautifully decorated third floor unit in mid-rise building. Very light and bright! Upgraded kitchen and bathrooms. Gorgeous beach view from the spacious screened lanai. Living room features ceramic tile floors, a leather sofa and love seat with 32 TV/DVD/VCR. Master bedroom has ceramic tile floors and includes a king bed and flat screen TV. Master bath offers a walk in shower. Guest bedroom is carpeted and includes 2 twin beds and a flat screen TV mounted on wall. Guest bathroom is tub/shower combination. Washer/Dryer. Unit accommodates up to 4 people and has a two week minimum rental period year round. Unit provides a Wi-Fi signal.

Chinaberry 433 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$462.42

Very cheerful, updated and professionally decorated 2 bedroom/2 bathroom, 1400+ sq. ft unit on 4th floor in elevator building. Ceramic tile throughout invites a cool and clean feel. King Bed in Master Bedroom. Two Twins in Guest Bedroom. Maximum of no more than 4 people. Spacious screened-in glass lanai overlooking pool area, lush tropical grounds and beach and gulf! Washer and dryer inside the condo in a laundry room. Complimentary Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 4 people. Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach!

Chinaberry 443 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$255.6

Brand New to Rental Program! Recently refurnished and re-decorated! Ground-level, bay front, 2BR/2BA that sleeps 6. Full Water & Bay Views! King Bed in Master, 2 Doubles in the Guest Bedroom. Large walk in Shower in Master Bath with dual-sink counter top. Walk-in shower in Guest Bathroom in the hallway. Glass and Screened Lanai perfect for relaxing and watching the birds and boats go by! Nice, spacious, bright and cheery open-plan living and dining area and very roomy fully furnished kitchen! There is a washer and dryer right inside the condo in a utility room across from the guest bathroom. Phone, cable and wi-fi is included. There is a bbq/grilling area with picnic tables near this building and a peaceful little sitting area directly on the bay! 2 Pools and 2 private tennis courts on property as well. And you can walk just about 5 minutes to our private piece of award-winning white-sand Crescent Beach where there is complimentary set-up and use of the property's beach chairs and umbrellas. This is truly a piece of paradise waiting for you and you'll never want to leave! ....Call office for info 941-349-3004!

Chinaberry 913 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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Bath

Sleeps

$263.95

This 2 bedroom, 2 bathroom unit features an amazing view of Sarasota's Inter-Coastal Bay. This unit sleeps a maximum of 4 guests. Enjoy this amazing view while sipping coffee in the morning watching the boats go by or while having dinner out on the screen enclosed lanai. This unit has an open floor plan from the living room to the kitchen. You can enjoy the Bay view from the comfy sofa while also watching your favorite show on a flat screen TV. The large, eat-in kitchen was updated in 2016 and has updated appliances. The guest bedroom has 2 twin beds, closet space for 2 people and a TV. The guest bathroom has a tub/shower. There is a washer and dryer in the unit for your personal use. The master bedroom has a King size bed, flat screen TV, large walk-in closet space and a view of the Bay. The master bathroom has a walk in shower and updated vanities with his & hers sinks. Only a few minutes' walk to pool, tennis courts, and our private white sand beach; equipped with chairs & umbrellas. Complimentary Cable TV, phone service and Wi-Fi in unit. 2 Heated Pools, 2 Lighted, Private Tennis Courts, BRAND NEW Fitness Center, Newly Remodeled Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in one of the premier units at Midnight Cove!

Chinaberry 922 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$255.6

Gorgeous upgraded unit with spectacular bay views from this fourth floor 2 bedroom/2 bath condo! Just like new! Professionally decorated in Florida decor, ceramic tile flooring, slider glass enclosed lanai makes this over a spacious 1600+ sq. ft! Lanai/family room stretches across the entire back of unit from the living room to the master suite. Living area offers a queen sofa sleeper, flat screen TV/DVD player, master bedroom includes a king size bed and flat screen TV, large master bath has dual sink vanity and spacious walk-in shower! Guest bedroom features 2 twin beds and flat screen TV, guest bathroom has a shower/tub combination. Washer/Dryer inside unit in separate utility room. Accommodates up to six people. Located in building with elevator. Within about a five minute walk to Midnight Cove's private beach with the crystal, white sands of Crescent Beach, no need to take anything but your towel and cooler! Loungers and umbrellas included on beach! Free Internet! Free local calls! Free Long Distance calls! (in U.S. and Canada)

Chinaberry 941 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$594.22

New to the Rental Program! Beach Side, Gulf View, 2 Level 2BR/2.5BA Townhome. Views of the pool and beach from this unit! Completely remodeled living room and gorgeous kitchen on the main 2nd floor level! Gorgeous living and dining areas each with their own flat screen TV's. Half Bath off Kitchen. Breezy glass/screen enclosed lanai off living area. Both bedrooms are upstairs on the top level. King bed in master bedroom. Beautiful views of the pool and beach from the open-air, walk-out master balcony. Walk-in shower in master bathroom. Queed and Twin bed in guest bedroom. Tub/Shower in guest bathroom. Washer and dryer between the two bedrooms. Tv's in every room, phones and complimentary wi-fi. Sleeps a total of 5.brCall now to book! 941-349-3004

Doveplum 221- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(7)

$382.67

5th floor, 3BR/2BA end unit with beautiful gulf view! King bed in master bedroom, 2 twin beds in guest bedroom, full size bed in 3rd bedroom. Cozy alcove in master bedroom! Spacious screened-in glass lanai overlooking pool area, lush tropical grounds and beach and gulf! Washer and dryer inside the condo in a laundry room. Complimentary Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with computer, printer and wi-fi and Full time Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps 6 people. Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach.

Buttonwood 452 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Po...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$424.71

3 BEDROOM/2 BATH! This second floor gulf view unit has over 1600 sq. ft. Dining room off full-size kitchen with all new appliances! Living room and master bedroom have sliding doors that lead to large screened lanai that overlooks the pure white sand of Crescent Beach and the sparkling aqua blue waters of the Gulf of Mexico! Living room has a 55 flat screen TV, DVD, CD player. Master bedroom has king bed. Large walk-in shower with dual sink vanity in the master bathroom. Large guest bedroom has a twin and a full bed and guest bath has a tub/shower combo. Third smaller guest bedroom has a full bed. Ceramic tile throughout living/dining, carpet in bedrooms. Washer and Dryer in the condo. This is an end/corner unit in a mid-rise building with an elevator. Unit has phone and complimentary wi-fi. Sleeps a maximum of 6 total guests.

Buttonwood 427 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$382.67

**** 7 Night Minimum from Saturday to Saturday ONLY!**** Spacious 1600+ sq. ft. 3/2 ground floor unit. Step out lanai and back door to pool and beach! New flat screen tv's in living room and all bedrooms, king bed in master bedroom. Step-in shower/roman tub in master bath. First guest bedroom has queen bed and twin bed, guest bath has a tub/shower combination. 3rd bedroom off kitchen has full bed. WIFI in unit and complimentary continental US phone calls. Partial gulf view from living room, master and lanai. Washer & Dryer. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach!

Buttonwood 417 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$382.67

3BR Unit with over 1800 sq. ft of living space! Unique kitchen layout optimizes gulf viewing and includes stainless steel appliances, granite counter tops, new cabinets, and a Keurig coffee maker. New flat screen tv's throughout and wireless internet. Fabulous 180 degree view of the white sands of Crescent Beach and the aqua blue waters of the Gulf of Mexico. Newly furnished & updated 6th floor 3 bed/2bath corner unit. Master bedroom has spectacular gulf views, king size bed, flat screen tv and remodeled bathroom including large walk-in shower and quartz counter tops. Guest bath is updated with new walk-in shower, vessel sink, and quartz counter tops. First guest bedroom has king bed and includes a flat screen tv. The bed can be used as a king or 2 twin layout. The second guest bedroom features a twin over double bunk bed and flat screen television. There is a DVD player in living area. Complimentary High-Speed WiFi, DVR's in every room and Sports Package on cable including NFL Network! New high efficiency washer/dryer (must use HE detergent.) This is a 6th floor unit in a 7 story building with an elevator. Comfortably sleeps 6. This unit has a 2 week minimum during for all of March, June through mid August.

Buttonwood 467 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$202.02