Siesta Key Vacation Rentals, Homes and Condos for Rent near the Beach

Siesta Key Condo 4.9 Star Review

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and boat docks with access to the In.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & City skyline. This architecturally unique 5400 sf villa is built around a spacious tower with winding 3 story staircase opening to each living level.

The romantic residence is located just a few blocks from Shell Beach, less than 3 mi from award-winning Siesta Beach & short distance (less than 4 mi) to downtown Sarasota where restaurants, shops & cultural activities abound.

Villa Siesta is registered with the City of Sarasota under vacation rental certificate re.......

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Location, Location, Location!
Located steps from the Gulf of Mexico, on the best part of the famous Crescent Beach. Our home offers beautiful full gulf views.
Welcome to our spacious, fully equipped condominium, minutes from great shopping, restaurants, and more! Recently remodeled kitchen. Many recent updates. Enjoy this beautiful, well-maintained condo in a peaceful setting. Our unit is on the fourth floor of a 4-story building with spacious vaulted ceilings offering spectacular Gulf views. Enjoy all the amenities Siesta Dunes Beach Condominiums offers: tennis, sauna, hot tub, saltwa.......

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Welcome to this newly remodeled 6 person, 2-bedroom, 2-bath ground floor unit on Bay Side with a lovely canal view! Enjoy a roomy kitchen which provides plenty of countertop and cooking space, along with all new cabinets and dining ware. Full second bathroom with a walk-in tile shower. New vinyl flooring and bright walls along with an extended living area makes this space airy and fresh. Full-size washer and dryer in unit, located in the hallway. A king size bed in the master bedroom and 2 twins in the guest bedroom with generous closet space in both rooms. Queen size sleeper/sofa also availab.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Luxury condominium directly on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key. Enjoy this designer furnished unit - with quality flooring, cabinets, granite counter tops, kitchen appliances, two televisions, free wi-fi, and classic island-inspired furnishings. The property features a beautiful pool, two lighted tennis courts, and a community gas grill. It is conveniently located just across the street from bars & restaurants, a food market, shopping, a drugstore with post office, bike/kayak/jet-ski rentals, and a fully equipped marina - p.......

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Apartment 4.9 Star Review

Private 2 bedroom 1 bath apartment in large house for rent. The apartment is actually the main portion of the house and the other portion of house is rented to annual tenant with no access to pool. Couch in living room can be used to sleep an additional person. King bed in master and queen bed in second bedroom. All high end appliances, large screen 70" 4K television in living room, television in each bedroom, private large lap pool with jacuzzi (heated salt water), out door shower and bathroom by the pool and laundry facilities. Just a short walk to Siesta Key Village and beach. Beach acces.......

2 Bedrooms - Sleeps 5
Apartment in Siesta Key

Siesta Key Condo 4.9 Star Review

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL

Top beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both w.......

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 3.9 Star Review

Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay, Fish from the Pier!

Nicely furnished ground floor condo located in the popular Bay Oaks resort on Siesta Key. Covered parking just steps from the unit. Living room has comfortable leather seating, with a queen sleeper sofa for additional sleeping. Both bedrooms have en-suite bathrooms, master comes with walk-in closet.Well stocked kitchen with dishwasher. Full size washer & dryer in the unit. Fully air conditioned, plus ceiling fans in every room. Free WiFi is provided in the unit as well as at the clubhouse. TV's in t.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

Welcome to our condo 8/205. Featuring beautiful wood floors, Siesta Dunes Beach 205 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it’s easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing evenings and memorable chats under the stars. Just a short walk from the No. 1 beach in the US with its pure white crystal sand and azure blue ocean. Our condo has two bedrooms, two bathrooms, and can sleep six. It is in the garden area, and is one .......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just a short walk from the lovely beach.

Let’s face reality. If you’re coming to Siesta Key, you want to be on the beach. You'll appreciate the privacy and value when you skip the crowded hotels, and stay in a vacation condo. And if you enjoy .......

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 1st floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 rated Siesta Beach! Enjoy the breathtaking view from the incredible rooftop pool and relax knowing your vacation home awaits!

*This property is stairs only; all guest must have the ability to climb stairs.
*No garage parking. Driveway parki.......

3 Bedrooms - Sleeps 9
Apartment in Siesta Key

Siesta Key Vacation Rental

Featuring high ceilings and a spacious living area this 3-bedroom, 2.5-bath, beautifully renovated townhouse condominium presents the best Siesta Key has to experience. This multifloored unit offers the convenience of condominium living without a high-rise building. One of four townhomes in the Beach Walk complex, this home features lush tropical landscaping, paver walks, drive, and heated community pool. You will love the covered and screened outdoor rec space. Some of the features include a TV and ping pong table. Just out the door you’ll find grilling and a pool for your enjoyment. Locate.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.3 Star Review

Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf of Mexico! This FULLY RENOVATED, 2-bedroom 2-bathroom unit offers sleeping accommodations for 6. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your two private outdoor balconies or sit on the beach voted #1 in the USA! The unit is located in the tower, steps from one of the complex’s two heated pools and are closest to the private beach. All guests have access to the Crystal Sands private beach area located on Cresc.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 rated Siesta Beach! Enjoy the breathtaking view from the incredible rooftop pool and relax knowing your vacation home awaits!
*This property is stairs only; all guest must have the ability to climb stairs.
*No garage parking. Driveway parking o.......

3 Bedrooms - Sleeps 9
Apartment in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

We are excited to have you! Heron's Haven is located 200 feet from an entrance to Siesta Key beach which is rated the #1 Beach in the USA. This private home boasts all the amenities you will need while on vacation and is within the desired "Golden Triangle" on the island. Short walk (two blocks) to shopping, dining, bars and much more. The front porch is screened in with lounge chairs and comfy couches to sit out and relax while enjoying the beautiful sounds of the Key. The house has it's own private parking. (Property also has a 1 bedroom Cottage in rear that can be rented separately VRBO li.......

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental

Enjoy your stay in this beautiful 4 bedroom, 3 bathroom newly built home across 2,292 sq ft on Siesta Key in the gated community “La Linda Siesta Key Estates”.
** residence under construction, you may be inconvenienced during the week - Summer 2023 **

As you enter through the main door, you will be welcomed by a luminous open floor plan and a direct view through the screened porch to the pool and an 80’ lake.
The spacious living room has a large couch, coffee table and a smart TV. To the right of the staircase you will find the open kitchen with Viking appliances, solid wood.......

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

This updated, relaxing, modern, beachfront condo, offers partial beach views and a straight walk to the sugary white sand and crystal-clear water! With 3 bedrooms, 2.5 bathrooms, this home comfortably sleeps 8. Wake in the master bedroom’s king size bed to enjoy the Gulf of Mexico views from your own private balcony. In the second bedroom, is a queen size bed with another balcony and in the third bedroom is a full-over-queen size bunk bed, featuring a large walk-in closet. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home is s.......

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 3.7 Star Review

Recently fully renovated and tastefully decorated 2-bedroom 2-bathroom 5th Floor Penthouse condo in the very desirable island community of Bay Oaks. Bay Oaks offers a heated pool, barbecue grill area, tennis courts, fishing area on the intra-coastal and pool table in the club house. Vacation on beautiful Siesta Key less than a ten-minute walk to the public beach access with provided beach chairs, towels, umbrella, and cooler... everything you need to enjoy the pristine beach across the street. Located just a 1/2 mile from Siesta Key "South-end Village" with shopping, restaurants, and bars. If .......

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Beautifully Updated Ground Floor Condo at the Desirable Gulf & Bay Club. Gulf Front Living at it's Finest!

Just steps from Crescent Beach, you are sure to fall in love with this beautiful, spacious 2 bedroom, 2 bath ground floor unit with all the amenities the Gulf & Bay Club Resort has to offer. Step out the door of the enclosed lanai and stroll the beautifully landscaped path right down to the beach, where you will have over 780 square feet of private beach dedicated to Gulf & Bay Club guests. This gorgeous condo has been completely renovated and updated with new tile floors, new des.......

2 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

New Listing in Bay Oaks!!! Fabulous 3rd floor condo in popular Bay Oaks on the BAY ((elevator bldg.) close to Siesta Key public beach as well as Crescent Beach. Plan your beach vacation with us today!! Feel at home in our 2 bedroom, two bath condo with all the complex amenities you could ask for all wrapped up in a relaxing atmosphere. Nearby on the bay, is the barbecue grill with nearby picnic tables where you can enjoy a cookout with family and friends. Head to the beach for the day. We make it easy....the complex sits on the Siesta Key Breeze Trolley route so hop aboard and get a fre.......

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.

Amenities include:

Gulf View, from 1st Floor

King in Master Bedroom

Shower in Master Bathroom

2 Twins in Guest Bedroom

Shower/Tub in Guest Bathroom

Tile Flooring Throughout

DVD, Stereo and CD Player

3 Flat Screen Televisions

Wireless Internet Access.......

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

**The property is a monthly rental, but please check with us for availability, as we can accommodate shorter stays if the rest of the month is not booked**
This lovely, fully updated CANAL front pool home is a 3-bedroom, 3-bathroom property that sleeps six. Located on a quiet cul-de-sac just one block from the Siesta Key Village and the best beach in the country! Access to the private pool is just off the living area and the primary bedroom.

.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Summary:
Keep it simple at this peaceful and centrally-located
Humble 450 sq.ft. space with bed, sofa bed, large TV, full kitchen, full bathroom. Huge outdoor courtyard.

The Space:
null.

The Neighborhood:
Quiet, serene, almost always sunny. Neighbors out walking their dogs daily.

Getting Around:
A car is recommended on Siesta Key but not necessary -- there area few free transportation options to get up and down the island........

Studio - Sleeps 2
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

HERE'S 23 TOP REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Vacation. Also, read below about our new exclusive rain policy.

1. Unbelievable breathtaking beach views! Take the elevator to the 3rd floor. Open the door to our unit 304. Experience an unforgettable 3rd floor vantage point view offering 180 degrees of a sweeping scene of the beach and blue/green Gulf waters. The view is breathtaking! A high 3rd floor gives you a much better beach view as compared to a lower floor or street view.
2. As soon as you enter our condo, the Beach and Gulf view l.......

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Cottage 4.8 Star Review

Wonderful stand alone cottage ready for your perfect retreat! Master bedroom has a king size bed, full private bathroom, walk in closet, flat screen TV and attached access to the secluded rear yard. Second bedroom has two twin beds with large closet. The large open floor plan has a living room with a couch, love seat and flat screen TV. The unit has a full size, well appointed kitchen with ice maker and a nice cafe style dining area. It also has a covered parking area.

The property has free Wi-Fi, a heated pool with Tiki Hut lounge area, fishing pier with a cleaning area, boat ba.......

2 Bedrooms - Sleeps 4
Cottage in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Enjoy this private pet friendly house with your own swimming pool, in beautiful Siesta Key. Oversized private lot. Renovated main bathroom and master bathroom. Custom designed high end rain showers. ** HEATED POOL ** Walk to Crescent Beach or beach access 10 - Walk to the North Village or ride bikes. This well maintained vacation home comes fully equipped with all the amenities you could want and possibly some you did not think about. Master Bedroom has King size bed and walk in closet. Second room has two double beds. Third bedroom has two single beds. Florida room has pull out sofa bed tha.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Harbor Towers sits directly on the bay where you can enjoy morning sunrises. This is a premier property with all the amenities you could want or need and located conveniently on Siesta Key close to famous Siesta Key beach! Fabulous powdery white sands of Siesta Key Beach are just a short bike ride or Trolley ride away.

Window project expected in this section of the complex from October - December 2023. The complex going through a 2 year project to replace windows section by section.

King Master with views of pool & bay!
Guest BR has 2 Queen beds with pool & bay views!
2 ba.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Condo was fully remodeled in the summer of 2020 complete with beautiful new flooring. Kitchen was completely redone with new cabinets, quartz countertops, and all Stainless Steel appliances.

TV's in both bedrooms
Two new Recliners in Living Room
55" HD LED TV with DVR and Blu-ray Player in LR
King bed in Master Bedroom
Futon in Master Bedroom
Two single beds in Guest room
Queen pull out in Living Room
Shower in Master Bath
Tub and Shower in Guest Bed Room

Saturday-Saturday rentals are preferred.
(7 day minimum-CAL.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Stunning Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach! Enjoy panoramic views of the Gulf of Mexico & Siesta Key Beach, to fantastic sunsets & downtown Sarasota, all from 12 floor-to-ceiling sliding doors that open onto 2 huge balconies. Full gulf facing corner unit on the 6th floor, accessible by stairs or elevator, and just a short 1–2 minute walk to the beach! The master bedroom has a picture window looking out over the beach and ocean and the guest room looks over the pool and island. This location has something for everyone, Our House at the Beach offers.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 2.5 Star Review

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5-bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized balcony for enjoying that island breeze, and a large kitchen with plenty of space to cook in. The second living level has 3 bedrooms, 2 full baths, a washer and dryer, and another balcony off the bedrooms. Up one more flight of stairs is the large roo.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.6 Star Review

MIDNIGHT COVE GULF SIDE, GULF VIEW!!! LOCATED DIRECTLY ON SIESTA KEY BEACH, VOTED THE NUMBER ONE BEACH IN AMERICA! Located just steps from the legendary white powder sands of Siesta Key Beach. This is the perfect location and condominium for a perfect vacation! Nicely updated throughout, this delightful unit offers all the comforts of home and a lovely beach view. 1 week minimum, longer stays required for certain time periods Conveniently located near the south bridge, walk to the many shops and restaurants located nearby. Fishing and watersports are all located within minutes of this fanta.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment

Dates Available November 10th - 30th or December 6th - 30th or Jan 5th - 30th - 2022. A brand new remodeled condo at Harbor Towers Yacht and Racquet Club! Don't miss out on the beautiful Florida sunrise right from the comfort of your vacation home. Water views from the living room and both bedrooms! Enjoy the view of the water, or the boats going by. This condo does have free password-protected Wi-Fi. There is 1 parking spot assigned for your stay. Granite kitchen countertop with all new stainless steel appliances. The kitchen comes fully equipped, including a Keurig for your morning coffee. T.......

2 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Vacation Rental 3.0 Star Review

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5 bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized balcony for enjoying that island breeze, and a large kitchen with plenty of space to cook in. The second living level has 3 bedrooms, 2 full baths, a washer and dryer, and another balcony off the bedrooms. Up one more flight of stairs is the large roo.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Fabulous totally remodeled 3 bedroom 2 full bath full gulf view unit! The unit is on the 4th floor in a 7 story building. Approximately 1600 Sq. ft. of living space. Master bedroom features King "Sleep Number" bed, large walk-in closet, with view of beach and glass sliders out to the screened lanai. Master bath has dual sinks and large, gorgeous stone walk-in shower. The first guest bedroom features 2 twin beds, 5 drawer dresser and big closet, plenty of room and flat screen TV. The second guest bedroom features a full size bed and flat screen TV. Guest bath is a tub/shower combo. Both bathroo.......

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Enjoy your stay on Siesta Key Beach!

Whispering Sands condo is located right on Siesta Key Beach and just a block from the Siesta Key Village, where you can enjoy countless restaurants, cafes, bars and boutiques.

Kitchen, Living Room and Master Bedroom all have beautiful views of the Gulf of Mexico. Master bedroom has a queen size bed and guest bedroom has twins. For great shopping and more entertainment, Sarasota Main Street is just 15 minutes away by car.

There is a 60 day minimum stay and 55 plus age required.

Amenities include heated pool, beach lounge chair.......

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with your family and friends. Watch the spectacular sunsets from one of your multiple balconies located on each floor, or walk out your front door to the sugary white sand of our world-famous beaches. This unit also i.......

4 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Condo 3.0 Star Review

Take a look at this beautiful newly remodeled and redecorated unit! Ground floor 2/2 1400+ sq. ft. with slider glass enclosed lanai for a little more privacy. Open the sliders and still get the screened lanai effect and experience the cool tropical breeze from the Gulf of Mexico. Kitchen and baths have granite counter tops and all flooring is covered in ceramic tile. Walk to pool and the white sands of Crescent Beach right from your back door! Living room offers a 42" HD TV. Master bedroom has king bed with TV and the master bath has a large shower with dual sink vanity. The guest bedroom co.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Beautifully and recently updated 3BR/2BA private, end/corner unit with ceramic tile floors in all living areas. Completely renovated bathrooms, tile showers with rain shower heads in both bathrooms, newly tiled and painted master bedroom and second bedroom. All new fans with lights in condo. New glass lanai doors and all new windows. Spacious with over 1800 sq. ft. fourth floor (elevator in building) overlooking the intra-coastal waterway. Brand new 65" Smart TV with Sonos sound bar in living room! Large screened/glassed-in lanai makes additional space as a family room with a fantastic view of.......

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Fabulously decorated 3/2 corner unit on the seventh floor. Wood flooring and ceramic tile throughout. The updated kitchen and baths adorn granite counter tops. Decorated with soft leather sofa and chairs, the living room comes with TV/VCR/DVD. Step out onto the screened lanai and feel the subtle tropical breeze. Experience the view of Crescent Beach and the Gulf waters from the master, living area and lanai. Master bedroom has king size bed & flat screen TV. Updated master bath with large walk in shower. First guest bedroom has queen size bed with TV. Updated guest bath has shower/tub combo. T.......

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua blue waters of the Gulf of Mexico. You are only steps to the private beach from your lanai.
The living room offers a Large flat screen 50" TV. Master bedroom features a king bed and a TV with DVD player. Master bathroom has large step-in shower. Guest bedroom offers 2 NEW DOUBLE beds and a TV. Gu.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of the intracoastal waterway. The glass enclosed lanai stretches from the living room to the master bedroom. Living room is adorned in Florida decor and has TV, DVD. Master bedroom has King size bed & TV. Master bath has large walk in shower and counter with dual sinks. Guest bedroom # 1 has 2 full beds. Guest Bedroom # 2 has full sized bunk beds. Guest bath has walk-in shower. Cable, Phones, Complimentary Wi-Fi. Washer & Dryer in condo. Unit sleeps 6 max........

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

Brand New to the Rental Program! Absolutely GORGEOUS 2 bedroom 2 full bath unit on the 2nd floor in the main tower on the Gulf Side. Overlooking the beautiful tropical grounds, pool and the famous, white sugary sands of Crescent Beach! Tastefully decorated in a very light and bright, modern beach-theme, leather furniture in the living room, very updated kitchen with an open floor plan. The colors of the unit are off white and pale blue. Beautiful plank tile throughout the unit. Very cozy lanai with lounger seating and a bar top counter for morning coffee or a cocktail during sunset! Perfect vi.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

1 bedroom 1 bathroom condo with access to private beach
Ground floor villa (750 sq ft) with patio (non-smoking)
Newly renovated kitchen and living room with big screen TV
King bed in bedroom with another big TV
Two recliners and fold-out sleeper sofa that fits two more guests
Internet access, refrigerator, ice maker, microwave, dishwasher, DVD player, covered parking (one space), electric oven and stove, washer and dryer.......

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

Location, Location, Location. Comfortable recently refreshed with new interior paint, baseboards, ceiling fans, lighting, and the carpet in the bedrooms has been replaced with Pergo flooring. This 3BR, ground level house, is just steps to Siesta Key Beach, #1 Beach in the USA, 2011 & 2014 located on the "Heart" of Siesta Key's Grand Canal." Romantics, etc., click on VRBO property "location." Walk, bike, kayak, or take one of the many FREE beach ride services to the beach, Siesta Village shops, dining and night life. Walk to the end of the street and you're on the middle of the world famous.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.7 Star Review

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 .......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

**** 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. Guest bedroom has queen bed and guest bath has a tub/shower combination. 3rd bedroom off kitchen has new twin over full bunk 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 C.......

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

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. .......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

PEPPERTREE BAY CONDO - ON THE GULF BEACH ON SIESTA KEY - This is a fully furnished 2 Bedroom, 2 Bath, condo. It was fully renovated in 2017. There is an elevator. All new stainless appliances, furniture, granite counter-tops, tiled floors, raised ceilings, and we've incorporated the lanai into the main living area (with AC) for more living space than a typical 2 BR unit. The master bedroom has a king bed, night stands, dresser, TV, and walk in closet. The guest bedroom has 2 queen beds, a nightstand, built in dresser, TV, and full closet. Both bedrooms have separate baths with walk in shower.......

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Apartment 4.0 Star Review

Spend your vacation relaxing in this stunning 5-bedroom, 5-bathroom townhome. This unit is made up of two separate floors, located on the 3rd and 4th floor of the building. On the 3rd floor is a 3-bedroom, 3-bath layout, and the 4th floor is a 2-bedroom 2-bath layout. This unit offers 2 full kitchens, 2 dining spaces, 2 large open living room, with plenty of space for the entire family, and 2 balconies for enjoying the warm island air. Outside, you can relax by the pool, private to the Family Tides units. Located only 0.1 miles for beach access #10, this unit is perfect for taking a stroll to .......

5 Bedrooms - Sleeps 11
Apartment in Siesta Key

Siesta Key Condo 3.8 Star Review

Waterfront with Great Views & Large Heated Pool Overlooking the Bay

Cozy 2 bedroom, 3rd floor condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps from your door. Condo has just been repainted throughout and features comfortable living room furniture w/sleeper sofa for overnight visitors. New dining set in 2019, new master bed in 2020. Enjoy dazzling sunsets from the large covered screened & glassed lanai with beautiful water views. Well stocked kitchen with dishwasher. Heated pool and laundry facilities on-site. Free WiFi & Cable are provided.
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2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

PLEASE NOTE: ONE WEEK MINIMUM STAY REQUIRED DURING THE PRIME SEASON, AND 4 NIGHT MINIMUM STAY OFF SEASON.
*Banyan Tree Beach Resort requires a signed contract WITHIN ONE WEEK OF BOOKING to confirm.*
On location, you can pick from the three pools, play shuffleboard, walk on the beach, or you may want to take a short walk to Siesta Key Public Beach Pavilion (by the beach or sidewalk) where there are Tennis courts, Volleyball and much more. You are less than a mile to the Village, where there are restaurants, banks, grocery stores, drug stores, gift shops, ice cream shops, bars, and night .......

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

One of the nicest private homes on Siesta Key Beach. We have the highest 5 star rating on Siesta Key. See Vrbo 802548 for more reviews of this home - . Stunning and spacious on Beach Road right across the street from Beach Access 10 (ranked number one Beach in US.) Please note that our vacation home consists of two units. This listing's pricing is to rent one 3-bedroom unit. Please contact me about availability. Both units are beautifully furnished. They can also be rented together as one large property with 6 bedrooms and 4.5 baths. Our stunning home comes with all the amenities: .......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta key Condo 4.9 Star Review

Crescent Siesta Key is an upscale condo property in the heart of South Siesta Key. My unit is exquisitely appointed for easy luxury and offers a view of the gulf and the world’s finest white sand beaches.

This property is a quiet and secure location. Great for families with young children or grandchildren and older adults. If you are looking for a place to party, this is not the place for you! Please tell me a little bit about your group, so I know who will be staying in my unit. There is strict enforcement of maximum occupancy of 6 guests per unit and a 7 night minimum rental peri.......

2 Bedrooms - Sleeps 6
Condo in Siesta key

Siesta Key Condo 5.0 Star Review

This Siesta Key gulf side rental is located on one of the widest and most beautiful stretches of beach in the world. Beachaven is located at the ‘center’ of Siesta Key’s Crescent Beach (giving it the best vantage point for sunsets), and enjoys the widest private beach on all of Siesta Key, and likely the largest private beach in the entire world. The crystal clear aqua water of the Gulf of Mexico and unique pure white sand made of 99% quartz (so it never gets hot on your bare feet) will be your private playground.

Most complexes on the gulf side of Siesta Key have a pool locate.......

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Cottage 5.0 Star Review

**PLEASE do NOT request to book before contacting hosts. USE "Contact Host button" (blue letters under book now button - scroll down) BEFORE requesting to book so we can assure this special spot is a good fit for you.**
*NO dogs over 20 pounds and ONE dog only. NO more than 2 guests with ONE car.*
LOCATION!! Just steps to beach access #7 and a block from Siesta Village. CUTE one story "fishing cottage" takes you back to "the old Key" with a private Key West style courtyard with swing and small pond. Inside, you'll find original pickled cypress walls and heart pine floors, but modern ame.......

1 Bedrooms - Sleeps 2
Cottage in Siesta Key

Siesta Key Villa 5.0 Star Review

This home in the Crystal Sands community of Siesta Key is one of our more popular communities, offering two serene bedrooms, two large bathrooms, and space for six happy guests to live, play, and sleep. Located just steps away from the soft, white sands of Crescent beach on Siesta Key. The modern décor of this cozy villa is minimalistic while offering a comfort that is often lacking in modern design. Newly listed and recently renovated, our Crystal Sands property offers all the comforts of home.

This Villa Style home has a beautifully designed kitchen you will experience as you enter t.......

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Lagoon House Siesta Key beach. A uniquely private, dog friendly, one story house with guest house (with a six person golf cart available for an extra rental fee). This property is situated within a 6 minute walk to the Number 1 beach in America, Siesta Key Beach. It is also just a short 3 minute golf cart ride (or bike ride) to Siesta Key Village where you can enjoy many restaurants, shops and live music.

The Lagoon house sits on a half-acre property that has a huge new heated pool and large 6’x9’ hot tub that will accommodate 8 people. The separate guest house (Flamin.......

4 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Located 5 minutes walk to #1 Siesta Key Beach, famous bar and restaurants. This beauty has a private court yard with a fountain to enjoy a cup of coffee and a good book. A large swimming pool with a private dock on a canal navigable to the Gulf of Mexico with a shore filed with magnificent stands of mangrove, manatees, herons, pelicans for your enjoyment.

A large patio with a pool only a step from the master bedroom. The living room faces the swimming pool and the Grand Room has sweeping views of the water through large sliding glass doors which, when open, let you bring the outdoors in.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 3.0 Star Review

WELCOME TO PARADAISE!!!
Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2 Stories unit with all the comforts of home. Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village. Amenities include private Beach access, 2 swimming pools, Gym, Tennis, Social Rooms (2). Equipped with internet, cable TV on every room and the living room........

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Vacation Rental

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 5-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 14 guests. This home comes equipped with a full kitchen, a dining area, and a spacious living room for you to enjoy time with your family and friends. Watch the spectacular sunsets from one of your multiple balconies located on each floor, or walk out your front door to the sugary white sand of our world-famous beaches. This unit also i.......

5 Bedrooms - Sleeps 14
Vacation Rental Home in Siesta Key