We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Siesta Key Vacation Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €169 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Community
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Siesta Key are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    Applied filters: Clear All
    We couldn't find properties that match all your filter selections. View all properties below, or reset your filters
    1 / 38
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    1 / 16
    4.5 of 5 bubbles (6) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Washer
    • Secure Parking
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Steps to Siesta Beach and a Gorgeous Condo, Bring the Entire Family! *****Still Available for May & June 2017 ***** #1 Beach in the US (2017) : Siesta Key is the United States #1 Beach Boasting Miles of Powder White Sand and a Charming Village loaded Shopping, Dining and Ice Cream :) This 2... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Terrace
    • Washer
    • Satellite TV
    • Parking
    • Air Conditioning
    • Ocean Views
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    You will have a visit to remember in this elegant three bedroom, two and one half bath vacation condo with a path to the famous Siesta Key white sand beaches just out your door! Two levels with tiles lanais and Gulf views from each level. Enjoy the amazing Gulf Coast sunsets right from your own... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Bay View 1255 - 606 is a Bayside Midrise unit, located approximately 75 yards away from the Bay. 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: Queen Electronics:... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    3 BR. - 2.5 BA -- 6 Person Max. -- Townhouse -- Greenbelt View 1207 is a Bayside Townhouse unit, located approx. 100 Yrads away from the Intercoastal waterway. 3 Bedroom / 2 1/2 Bath unit. Approx. 1400 Sq. Ft. (1500 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 1... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Terrace
    • Balcony
    • Grill
    • Patio
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers *two heated pools *clubhouse with exercise/workout center and sauna *two lighted tennis courts *fishing pier *walking paths *picnic areas with Weber gas... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx. 1000 sq. ft., non-carpeted and has all the comforts and luxuries of home. Enjoy the significant renovations done including a newly renovated, fully-equipped kitchen with granite counter top, brand... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc. New King bed in master bedroom. Guest bedroom has twin beds. New furniture & linens. Fully equipped kitchen, beach... View all property information
    Location Information
    Siesta Key, Florida 34242
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 41
    5 of 5 bubbles (59) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Parking
    • Grill
    • Washer
    • Patio
    • Balcony
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta Sun Villas Sand dollar villa is a 2 Bedroom 1 bathroom. A short walk to the number 1 beach in the USA. Our villa is fully furnished and ready to start your vaction Full Kitchen. Free wifi. Free parking. Located within walking distance to almost everything. The beach is just down the street.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 10
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Balcony
    • Parking
    • Patio
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Half Mile to the Beach This recently remodeled Beach house has both inside and outside living spaces. There is a combination Kitchen/dining/living area with windows on every wall allowing in loads of the wonderful Florida natural light. The kitchen is all white with stainless appliances and... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Porch
    • Waterfront
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Turtle beach was just re-nourished in March 2016!! Come enjoy the great new beach at Fisherman's Cove! Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos -just uploaded!) Our ground-level... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 16
    4.5 of 5 bubbles (9) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR -- 2 BA -- 6 Person Max -- High Rise -- Greenbelt View 1125 - 706 is a highrise unit, located on the Gulfside of Midnight Pass, approx. 175 yards away from Crescent beach. 2 bedroom, 2 bath unit . Approx. 1200 Sq. Ft. (1480 including the lanai). Bedding: Master bedroom: King... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 20
    4.5 of 5 bubbles (11) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the "Beach Chic" style, with a touch of... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 17
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Parking
    • Internet Access
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, covered parking, screened lanai, free wi-fi in unit! The unit is non-carpeted... View all property information
    Location Information
    Siesta Key, Florida 34242
    Get the List
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Pond/Cityscape View 1080 - 601 is a Gulfside Highrise unit, located approximately 125 yards away from Crescent Beach 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: King... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Grill
    • Wi-Fi
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Walk to beach!!~ 5 minutes, Siesta Village- 15 minutes. Walk miles of white sandy beach. 4 Kayaks & Canoe (provided), enjoy a ride down the Grand Canal- Private Dock (rent a boat or jet-skies). Swim in the heated private pool. Relax in the hot Jacuzzi. Beautifully decorated, spacious house with... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 18
    4.5 of 5 bubbles (17) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Patio
    • Washer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta Key voted #2 beach In Nation 2016. Enjoy the beautiful white sand beach. Bay Oaks is located on the Intercoastal with a beautiful dock and grills/picnic tables. One mile to public beach with FREE parking. Fully stocked condo in Bay Oaks. This community was featured on HGTV Beachfront... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta key condo in sarasota Florida West coast of Florida beautiful sunsets and powdered sugar sandy beaches Condo completely tiled thru-out, Elevator, walk to number 1 rated beach, watch boats go by while enjoying your morning coffee Ringing museum, Florida studio theater St armounds Circle Fine... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 11
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located on the Northern end of Siesta Key, the interior neighborhood of Sara Sands is a popular area for vacationers. This home is a 3 bedroom 2 bathroom fully furnished home on the canal with a heated pool. Granite counter tops in the kitchen and stainless steel kitchen appliances. Private boat... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR -- 1.5 BA -- 4 Person Max -- Small Garden -- Pond View 1145 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 1.5 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living room:... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    No Match
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A Luxury 1 bedroom ground floor condo King size double pillow top bed 55 Inch HDtv in living room 50 Inch HDtv in bedroom Kitchen, Microwave, Coffee maker, Toaster. Stainless Steel fridge with ice maker. Adults only 21 years and up Heated swimming pool. Free internet (high speed WIFI) Free parking... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    4.5 of 5 bubbles (29) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Waterfront
    • Patio
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Our Top Location, Gertrude's Village House! Brought to you by Gertrude Rentals and named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Parking
    • Internet Access
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beachfront Townhome in Siesta Key Village Area. Located on Sunset Point, directly on the beach, this Vacation Home has it all. Walk out of your front door or single car garage, and directly on to the pearly white sands of Siesta Key. This 3 bedroom 3 bath home has one of a kind views from mulitple... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Newly remodeled! Beautifully and tastefully decorated in a very simple, clean and modern style. Spacious, second floor 3BR/2BA quiet and private corner unit. King bed in master, 2 Twins in the large guest room and a double sized bed in the small guest room. Comfortably accommodates 6 guests. Washer... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Balcony
    • Satellite TV
    • Private Outdoor...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Central Florida. This 2nd floor condo offers views of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 32
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Sauna
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    FREE High Speed Wireless Internet ! - just bring your Laptop. Watch the boats float by! Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 26
    5 of 5 bubbles (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Waterfront
    • Sauna
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key.Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers:* two heated pools* clubhouse with exercise/workout center and... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft., non-carpeted and has a large living area, dining area, full kitchen, all appliances, screened lanai, and covered parking, central ac/heat, 3 tvs, dvd, free wi-fi in unit!.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully decorated 2/2.5 overlooking the serene canal waters and boat docks. Only a short walk to your own private piece of the white sands of Crescent Beach. No need to drag beach chairs...we have lounge chairs and umbrellas for our guests. Living areas are ceramic tiled and walk out to the... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 15
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Parking
    • Terrace
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive complex is located on the widest part of one of the best beaches in central florida. This condo is 1300 sq. ft, non-carpeted and is located on the 4th floor. It is 2 bedrooms, 2 baths, King, 2 twins,... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 26
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
    Location Information
    Siesta Key, Florida FL34242
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR -- 2 BA -- 4 person Max -- Small Garden -- Greenbelt View 1164 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 2 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 17
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit is non-carpeted and 1000 sq. ft. It has a large living area, fully equipped kitchen, all appliances, central heat/ac, High Definition Tv, 3 dvds, free wi-fi in unit, covered parking. The unit has a... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 17
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort, Siesta key, Crescent Beach!New improvements in 2014! 60" tv and entertainment center ( netflix reaady), new ac unit, new dishwasher and ceiling fans in bedrooms. Professionally decorated in October 2011. This large 2 bedrooms, 2 bath unit is approx 1000 sq. ft. It has a... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautifully furnished 2 bedroom, 2 bathroom unit provides you with a stunning view of the Sarasota Bay adorned with draping trees that hide multiple varieties of birds. The recently renovated lanai is in a Key West theme with 2 chaise lounges looking out at the water and a bistro set for... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 87
    5 of 5 bubbles (1) Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 26 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    8 BED 7 BATH HOME that Sleeps 26 People in Beds. Oh ya, and don't forget about the Resort Pool with a slide, gratto, swim up bar and jacuzzi! You even have your own Private TIKI HUT next to the pool! This place has it all, its your own water park, resort, and beach paradise wrapped into one, and... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR -- 2 BA -- 4 person Max -- Small Garden -- Pond View 1134 is a small garden unit, located on the Gulfside of Midnight Pass 2 bedroom, 2 bath unit . Approx. 1100 Sq. Ft. (1200 including the lanai). Bedding: Master bedroom: King Guest Bedroom: 2 Twins Electronics: Living room: 30... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 19
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Parking
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a view of palm trees, white sand and turquoise waters of the Gulf of Mexico.Fully equipped kitchen, all appliances. The unit has a king size bed and 2 twins.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Beach View 1080 - 705 is a Gulfside Highrise unit, located approximately 125 yards away from Crescent Beach 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 2 Twins... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    5 of 5 bubbles (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Secure Parking
    • Washer
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2 BR. - 1 BA -- 4 Person Max. -- Small Garden -- Bay Front 6025 EPW is a Small Garden unit, located approximately 35 yards away from the Bay. 2 Bedroom / 1 Bath unit. Approx. 1100 Sq. Ft. (1200 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: Queen Electronics:... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    So close to the beach, but no gulf-front pricing! Short walk to beach, south village (shops, restaurants, etc.) Your perfect home away from home. Over 1250 s.f. to spread out in. New TVs throughout. Drive into town and see the festivities on Sunday evenings at the Drum Circle on the Public... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 14
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Private Outdoor...
    • Balcony
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This wonderfully updated island vacation home has a spacious floor plan. There are tropical views from every window. The beautiful, heated private pool includes a spa and a waterfall. You can open the large patio doors to the screened in lanai that overlooks the pool and bring in the sound of... View all property information
    Location Information
    Siesta Key, Florida 34242