2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. We are not underselling ourselves when we say we have the 'Best Location' on 'Crescent Beach.' Experience the Gulf views, breezes, ...
Property Type
Siesta Key Condo
great house, newly remodeled, comfortable and well appointed; great location, close to 2 pools and beach, easy walk to shops and restaurants nearby or short drive to Siesta Village. Will definately consider ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This spacious 3 bedroom, 2 bath home has the perfect Florida open floor plan with most of the rooms opening to the large screened lanai and pool with water views. Inside, a chef's kitchen features stainless appliances, custom tile backsplash, wood cabinetry & granite counters. The master suite has ...
Property Type
Siesta Key House
10 BR | 8 BA | Sleeps 26 | Quick View
Key Amenities
About this property
Welcome to Sandy Rocks, a unique configuration of three units: ""Crescent Cottage"", “Sandy Cabana”, and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lounge areas. These cozy beach homes have been recently updated with new furnishings ...
Property Type
Siesta Key House
6 BR | 6 BA | Sleeps 20 | Quick View
Key Amenities
About this property
This recently renovated is a unique combination of two units: Casita Morning Star and Casita Sun Star. Each unit features a 3BR/3BA configuration, each with their very own private heated pool and common space to include a kitchen, dining area, screened-in lanai and outdoor lounge area. The Solaster is ...
Property Type
Siesta Key House
A group of eight 80-ish college fraternity brothers got together for a reunion and rented Solaster. It was a great choice. The place is exactly as advertised: two attached units, six bedrooms with eight ...
4 BR | 3.5 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to Siesta Dream House! This enchanting 4-bedroom/3.5-bathroom home is located in Siesta's North Key and is close to Siesta Key Village and Siesta Key Beach, voted the #1 beach in the USA! With recently updated décor throughout, you will truly be indulging in “The Florida Life!”Cross ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This newly renovated home has all the amenities for your perfect Siesta Key getaway at an unbeatable location! Casita Morning Star is a short walk to Point of Rocks Beach and centrally located in the heart of Crescent Village. This home is ideal for families and small groups.Casita Morning Star is ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Distance to beach: 5 miles to Siesta Key Beach
Key Amenities
About this property
This luxurious and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your vacation, including a private heated pool and outdoor cabana room! Casa Mahalo is centrally located in the heart of Siesta Key Village and just a short walk to world famous Siesta Key Beach, voted the ...
Property Type
Siesta Key House
Lily Casita is truly a Cozy Sarasota Home . We were greeted to the home with lights on and music playing the home was very clean and equipped with anything you may need. This was our first time in the ...
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This uniquely configured vacation rental home is a combination of two units: “Villa Fiesta” and “Villa Margarita.” Each unit features their very own common spaces to include a living room, kitchen, dining area and a shared outdoor space. Casa De Fiesta is centrally located just ...
Property Type
Siesta Key House
3 BR | 2 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Walk to Siesta Key Beach from this vacation paradise! Our 3 bed/2 bath home has a private screened-in pool and patio and enough space for your whole group!Our home has a living and dining area that will allow your whole group to be together and still have their own space. Hanging is a 58" Roku ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
There is no way you can get closer to the water than this! Sitting outside and having your morning coffee listening to the waves is so relaxing. Having a glass of wine and watching the sun set is the perfect way to end the day. This amazing unit has it all! The Primary bedroom has a king bed and its ...
Property Type
Siesta Key Condo
This complex is truly a gem. The water is 30yds from the building, beautiful beach!! The canal is on the back where a boat can be parked. The condo is updated beautifully! Everything you need is there. ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Turtle Beach
Key Amenities
About this property
*** Not available from November, 2022 - April, 2023***New Listing on Florida !!100% 5 Star reviews on other booking sites, save fees by booking direct here 14-30 day minimum Not available from November, 2022 - April, 2023Hibiscus Hideaway A Private Tropical Retreat located in one of ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 0.4 miles to Siesta Key Beach
Key Amenities
About this property
Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away ...
Property Type
Siesta Key House
We loved the location of this home. Not only because it’s located on a canal and very private, but it’s only a two-minute walk to Siesta Key Village. The beach is also a short walk of only 6-7 minutes. ...
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This stunning and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your beach vacation, including a private heated pool and outdoor cabana room! This home offers luxurious accommodations in an unbeatable location in the heart of Siesta Key and just a short walk to world famous ...
Property Type
Siesta Key House
Nice pool! Beautiful area and nice area. We will Be visiting soon and bringing the family. Smooth time.
3 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This tranquil oasis has everything need for your most perfect beach getaway at an absolutely UNBEATABLE location in Crescent Village and just minutes away from world famous Siesta Beach, voted the #1 beach in the USA! Serenity Cottage is the ideal vacation home for family get-togethers and small groups. ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This upscale four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & ...
Property Type
Siesta Key House
We had a wonderful time. Close to restaurants and shops. Good customer service, professional and courteous. We will be back!
3 BR | 2 BA | Sleeps 7 | Quick View
Key Amenities
About this property
The home has 3 bedrooms & 2 custom bathrooms. Newly renovated with Terracotta roof tiles for a classic Florida look. The front of the home has an enclosed privacy wall with a landscaped courtyard. A great place for evening gatherings with seating and a grilling area. The interior of the home ...
Property Type
Siesta Key House
Our family of 4 had a great vacation at this property. Absolutely everything is as expected and beyond!!
2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 200 yards to Crescent Siesta Key Beach
Key Amenities
About this property
Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this bayside condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and ...
Property Type
Siesta Key Condo
Sandy;s Condo was beautiful and close to the beach and inter-coastal. Sandy was very responsive with any questions we had. We didn't have many because everything you need to have a great vacation, is right ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
THE BEACH IS CALLING AND I MUST GO!! *We invite you to come stay with us in the Crescent Arms South Tower--Condo 601S--directly on the #1 famous Crescent Beach with a FULL view of the Gulf on a private 32 foot lanai.*Decorated in a "beachy motif" with granite counter tips in the kitchen ...
Property Type
Siesta Key Condo
Couldn’t have asked for a better location on the beach! Condo was absolutely spotless and everything about this rental was wonderful from the communications with the owner to everything inside the condo. ...
7 BR | 6.5 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to 16 guests, with 7 bedrooms and 6.5 bathrooms.The backyard is a twinkling mirage, secluded by rows of palms that will have you feeling like you're thousands of miles away in a tropical ...
Property Type
Siesta Key House
6 BR | 6 BA | Sleeps 16 | Quick View
Key Amenities
About this property
This vibrant and uniquely configured home is a combination of two units: Monarch Villa and Peacock Villa. Each 3 bedroom 3 bathroom unit is a mirror image of the other and features a total of 6 bedrooms / 6 bathrooms that offers their very own common spaces to include: a kitchen, dining area, balconies ...
Property Type
Siesta Key House
Very beautiful place Excellent location Enough room for everyone We rented both sides Very beautiful top floor views
5 BR | 3.5 BA | Sleeps 11 | Quick View
Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5
Key Amenities
About this property
This stunning 5 bedroom/3.5 bathroom home offers all of the amenities for your most memorable Siesta Key beach vacation at an unbeatable location just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Enjoy a spacious and meticulously decorated interior or relax in your very ...
Property Type
Siesta Key House
4 BR | 2.5 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Island Escape - This private family home is perfect for families, with the ability to accommodate up to 12 guests, with 4 bedrooms and 2.5 bathrooms.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white ...
Property Type
Siesta Key House
1 BR | 1 BA | Sleeps 3 | Quick View
Distance to beach: 20 yards to Crescent Beach, Siesta Key
Key Amenities
About this property
Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida and has recently undergone a full renovation by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...
Property Type
Siesta Key Condo
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This tranquil vacation rental in Siesta Key offers all of the amenities needed for your most relaxing beach vacation at an absolutely unbeatable location! This home features a private, heated pool. The home is equipped with an outdoor shower (runs hot water), perfect for rinsing off after a relaxing day ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 14 | Quick View
Distance to beach: 2 miles to Shell Beach
Key Amenities
About this property
This luxurious and spacious 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups. When reserved with its sister property Casa Antilles, both units make up The Conch.Cross ...
Property Type
Siesta Key House
Key Amenities
About this property
RENOVATED 2020!!! From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf of Mexico for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large washer ...
Property Type
Siesta Key Condo
This Condo is well appointed and is in the perfect spot right on the beach of the Gulf! We we're ableto walk out to the beach from our back door and see the canal out the front. We cooked in the kitchen ...
8 BR | 6 BA | Sleeps 24 | Quick View
Key Amenities
About this property
This luxurious 8 bedroom/six bathroom home is a unique combination of two units: “Casa Stolida” and “Casa Tegula” (4000 sq. ft. total). Each unit features a 4 bedroom/3 bathroom configuration, each with their own cabana room, separate living areas, private elevators and your very ...
Property Type
Siesta Key House
The Nautilus was a fantastic home on Siesta Key. Short walk to the beach and we had our own pool. House was well appointed and very comfortable and clean. We will be back and definitely recommend renting ...
3 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This captivating 3-bedroom/3-bathroom townhome features all the amenities you can think of for your beach vacation and offers an unbeatable location. With beach decor throughout, you will truly be living the ""Beach Life."" Villa Castile is centrally located in the heart of Siesta ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Distance to beach: 0.4 miles to Siesta Key Beach - Access # 8
Key Amenities
About this property
This luxurious and coastal 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 100 feet to Crescent Beach
Key Amenities
About this property
Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date and ...
Property Type
Siesta Key Condo
Owner is warm, professional and easy to talk to. Condo is large and open with a beautiful sunset view. Kid-friendly. Entrance to condo is first one on right after getting off bridge which is so convenient ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Bay Isle Bliss is a newly updated, single-family home residing on Siesta Key's north end. Three bedrooms and two bathrooms can accommodate up to 8 guests alongside luxury amenities including a private, heated pool and spa and an outdoor fire pit.Bay Isle Bliss is a completely updated single-family ...
Property Type
Siesta Key House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Distance to beach: 5 miles to Siesta Key Beach
Key Amenities
About this property
This enchanting 4 bedroom/3.5 bathroom cottage is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA! Villa Champagne is the ideal vacation rental for families and groups alike.Walk up the stairs of Villa Champagne, front, porch and step into ...
Property Type
Siesta Key House
Key Amenities
About this property
This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry ...
Property Type
Siesta Key Condo
Thank you for letting us rent your lovely condo. It was so well equipped. The kitchen had everything we needed. Our beach needs were covered as well- nice beach towels , chairs, cart, and umbrella. Loved ...
6 BR | 5.5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
This tranquil canal-front home is a unique configuration of two units: Sophie's Cottage and Villa Champagne. Each home offers their own common spaces that include a kitchen, dining area and outdoor living spaces with a private heated pool. Sophie's Quartier is centrally located near Siesta Key Village ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Distance to beach: 1 miles to Siesta Key Beach
Key Amenities
About this property
Once inside the home, you will see that Casa Stolida is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout; you will truly feel like a Siesta Key local! Casa Stolida is ideal for large families and groups.Cross the drawbridge from Sarasota to enter ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Welcome to Casa Tegula, one of Siesta Key's premier 4BR/3BA homes. Once inside the home, you will see that Casa Tegula is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout, you will truly feel like a Siesta Key local! Casa Tegula is ideal for large families ...
Property Type
Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful ...
Property Type
Siesta Key Condo
Ruth was so amazing, Almost as amazing as her condo! She was so knowledgeable and so accommodating! Her remodeled condo is beautiful and love the extra touches. Owning rentals previously she did everything ...
6 BR | 6 BA | Sleeps 20 | Quick View
Distance to beach: 0.2 miles to Siesta Key Beach - Access # 5
Key Amenities
About this property
This private six bedroom/six bathroom home is a unique combination of four units: Lantana, Mimosa, Plumbago and Vinca. Each unit can be rented separately or together. When booked all together, The Hummingbird offers a private heated pool (when booked separately, the pool is shared between each unit). ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 6 | Quick View
Distance to beach: 200 feet to Siesta Key Public Beach
Key Amenities
About this property
Single family home with private heated caged pool. Large open floor plan in living area to kitchen and enclosed pool and deck. 3 bedrooms, 2 of which are master suites with ensuite full baths, flat screen TV's, king beds, and sliding glass doors to either caged pool deck or open air sundeck. 3rd bedroom ...
Property Type
Siesta Key House
We recently had the opportunity to rent this home for a large family vacation. It had great amenities on site, we had everything we needed or wanted. Great proximity to the beach and town. The heated pool ...
5 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This coastal 5-bedroom/3-bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. Florita's Key is located just minutes from Shell Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families ...
Property Type
Siesta Key House
Excellent Location close to the Crescent Beach and Restaurants. I would stay there again the next time I visit Siesta Key.
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 20 yards to Crescent Beach, Siesta Key
Key Amenities
About this property
Unit 608 is a large 3 bedroom, 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently undergone a complete makeover by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...
Property Type
Siesta Key Condo
My family stayed in this stunning condo and absolutely loved it. Beautiful views, fabulous modern furniture, high tech TVs and sound system, awesome high end kitchen and baths.
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This stunning and meticulously landscaped home has all of the amenities for your most memorable Siesta Key beach vacation! Casa Leone is located less than 3 miles from Siesta Key Village and world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is perfect for families and groups.Cross ...
Property Type
Siesta Key House
We LOVED Casa Tegula!!! The house was very clean and stocked with everything we needed. Location was wonderful, only a short walk to the ocean and shops. Sara at The Cottages on the Key was AMAZING and ...
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This delightful Siesta Key vacation home is a unique configuration of two units: Casita Coco and Casita Bayou. Each unit features their very own common space to include a kitchen, dining area and outdoor lounge areas. When booked together, CocoBayou Cottage offers a private heated pool (when booked separately, ...
Property Type
Siesta Key House
3 BR | 3 BA | Sleeps 10 | Quick View
Distance to beach: 0.1 miles to Siesta Key Beach - Access # 13
Key Amenities
About this property
This luxurious and newly renovated home offers all of the amenities you can fathom for your most memorable Siesta Key getaway at an unbeatable location! Casita Sun Star is just a short walk to Point of Rocks Beach and minutes from Crescent Village. This home is ideal for families and small groups.Casita ...
Property Type
Siesta Key House
6 BR | 5 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Welcome to Sandy Seahorse Cottage, a unique configuration of two units: “Sandy Cabana” and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lanai areas. This charming beach cottage has been recently updated with brand new furnishings throughout. This home ...
Property Type
Siesta Key House
Overall we had a very good time, everything was as we expected, except the BBQ that was very dirty and we had to clean it ourself.
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
*Currently rented until Aug 1, 2022. Available Aug- Dec 10, 2022. *2023 availability begins March 15th. Ideally located on Siesta Key, walking or biking distance to the village and beach access. Solar heated pool, and canal front, with a boat lift and access to the intercoastal waterway. This 3,000 ...
Property Type
Siesta Key House
1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 20 yards to Siesta Key Beach
Key Amenities
About this property
We are full turnkey condos. Our laundry facilities, gas grills around the pool, in unit cleaning supplies and dishwasher detergent are complementary. We are easily within walking distance to the Main Siesta Key beach (100 ft & across beach road to access #10) and the "Village"(most of the ...
Property Type
Siesta Key Condo
We liked staying at Sea Spray resort. Close to the beautiful Siesta beach nice short walk which we loved. Place was clean with necessary appliances needed. Liked using the grills outside they worked well ...
1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 100 yards to Crescent Beach
Key Amenities
About this property
Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen Air Dream sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...
Property Type
Siesta Key Condo
The location was perfect and the accommodations had everything we needed. Can't wait to visit again.
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.8 miles to Crescent Beach
Key Amenities
About this property
This picturesque 2 bedroom/2 bathroom water-front cottage features a private heated pool and boat dock and is located just minutes from Siesta Key beach, voted the # 1 beach in the USA! Sophie's Cottage is the ideal vacation rental for small family retreats and couples looking for a romantic getaway.Sophie's ...
Property Type
Siesta Key House
4 BR | 3 BA | Sleeps 11 | Quick View
Key Amenities
About this property
Welcome to Seaside Cottage, one of Siesta Key's most dazzling 4BR/3BA homes, with private heated pool. Steps from world famous Siesta Key beach and just minutes so Siesta Key Village! This remarkable 4 bedroom/3 bathroom home features a private heated pool. With its location less than a mile from Siesta ...
Property Type
Siesta Key House
