Siesta Key Vacation Rentals, Homes and Condos for Rent near the Beach
Book Your Siesta Key Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Siesta Key Florida.
New Listing! The Coral Reef | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home
Welcome to The Coral Reef! This group of 3 private units is perfect for families and groups, with the ability to accommodate up to 12 guests, with 3 bedrooms and 3 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-ren.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 12
New Listing! Sea Foam | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 5.0 Star Review
Welcome to Sea Foam! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the pe.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Private villa, 7 min walk to beach, restaurants, grocery
Siesta Key Villa 4.9 Star Review
Amazing private location, steps away from all the action. Seven minute walk to beach, restaurants, grocery store, and boat rentals. This place will feel like your home away from home. Recently renovated with all new furnishings, including a large, fully stocked kitchen and 65-inch TV in living room. Enter this single family, one story, 1200 SF hous.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Siesta Key 2-Bedroom Apartment - Anchorage - Beautiful Views!
Siesta Key Condo 4.0 Star Review
Well appointed 2 bedroom, 2 bath condo at the corner of Midnight Pass and Stickney Point Roads. Private access to the beach just steps away.
Master bedroom features two Queen beds and adjoining bathroom with walk-in closet. Master bathroom recently renovated and upgraded. Second bedroom has two twin beds, two spacious closets and shared b.......read more
2 Bedroom(s)
2 Bath(s) Sleeps
Siesta Key Condo, on the water , with garage
Siesta Key Private vacation home
This is a beautiful condo across the street and through the public parking access to the beach. The unit has 2 bedrooms, 2 baths, and a trundle bed . Comfortably sleeps six. We have a one car garage and an assigned parking space. The complex has tennis courts and a pool. The prize of this unit is the balcony that overlooks a beautiful lake, from t.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Apartment 4.7 Star Review
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, & Strong WIFI. Amazing balcony for the best people watching on Ocean Blvd. Quick & easy three minute walk will put you on the #1 Beach in the USA, Siesta Beach! This beautifully appointed apt. is perfect for those who will not min.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Crescent Siesta Key #406
Siesta key Condo 5.0 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.
A spacious, vacation-ready condominium awaits you. From fully-equipped gourmet kitchens to spacious living areas with a view of the gulf.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Sunset Royale - 206- Close to Beach and Siesta Village
Siesta Key Condo 4.8 Star Review
Tropical, laidback, and filled with island flair, this two-bedroom condominium enviably situated alongside the world-renowned sands of Siesta Beach. Located on the second level, the open floor plan boasts views of the Gulf, white sands, and magnificent sunsets. Enjoy morning coffee or pre dinner cocktails from the Sunroom. The master bedroom featur.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
Siesta Key Condo 4.9 Star Review
This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ\'s. One of the few units with an incredible direct view of the bay and pool. Voted the #1 beach in the USA, Crescent Beach, with it\'s beautiful quartz sand which looks and feels like powdered sugar, is just a short walk through t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Cozy Family Condo- Beautiful Newly Renovated 2 Bedroom - Near Siesta Key!
Siesta Key Condo
The Dock Holiday is located at the popular Bay Oaks Condominiums in a beautiful, park-like setting on the intracoastal waterway, where you can watch the sunrise. Spacious and updated, second floor, two-story condo with almost 1400 square feet of living space.
The living room is furnished with a large flat-screen TV, including free WiFi, and .......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Steps to Village and Beaches! Remodeled, two Private Patios! Casa Tranquilla.
Siesta Key Private vacation home 4.9 Star Review
This is Casa Tranquila, a Gertrude Rentals property steps to the Siesta Key Beach and Village! Leave the car behind at this spacious, fully renovated 3BR/2.5 bath home. Lounge dine and drink while you soak up the sun on two large private patios, or walk 250 feet to a secluded access for amazing fishing, sunsets, and Gulf views including white-san.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 10
Our House at the Beach E-404 Sugar Sands Beach View!!
Siesta Key Condo 4.3 Star Review
Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities includ.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Newly Renovated Condo Within Walking Distance of Siesta Key Beach!
Siesta Key Condo 5.0 Star Review
Beautiful 2 bedroom, 2 bathroom condominium completely redecorated and updated with brand new kitchen and appliances (2019). Enjoy this perfect location within walking distance of Siesta Key Beach (one of Americas highest rated beaches), relax at the heated pool or just enjoy a book on the lanai. In addition to the heated pool, amenities at the .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Aloha Kai - Unit 3-close to the pool!
Siesta Key Apartment
Fully furnished villa offering living room, dining area, fully equipped kitchen, two bedrooms and one bathroom. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parking space directly outside your front door........read more
2 Bedroom(s)
1 Bath(s) Sleeps 5
Beautifully decorated 2 bedroom/2 bath condo with a gorgeous view of the Gulf of Mexico
Siesta Key Apartment 4.3 Star Review
Kick back in your vacation getaway, this two-bedroom condominium enviably situated across from Beach Access 11 at the world-renowned white sands of Siesta Beach. Located on the main level, the open floor plan boasts views of the Gulf, white sands, and magnificent sunsets. Enjoy morning coffee or pre dinner cocktails from your private outdoor patio........read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
CA405N - Family Beach Perfection! 2 Bed, 2 Bath Condo with Gulf view; Sleeps 6
Siesta Key Condo 4.9 Star Review
This 4th floor unit, with an elevator, is steps from the beach and a short walk to several restaurants, a Tiki bar, an island grocery store and water sports/ boating.
There are two separate bedrooms, each with their own bathroom and flat screen TV. The master bedroom has a King bed and the 2nd bedroom has a queen bed plus a double bed.
<.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Gulf and Bay Club 102B, Sleeps 4, Lagoon View, Ground Floor, 2 Bedrooms
Siesta Key Condo
Ready to spend twenty-eight days or more in paradise? If so, Gulf & Bay Club 102B is waiting for you. This ground-floor condo is located in a thirty-two-acre resort community, just steps from the sparkling white-quartz beach deemed the country’s best by the TripAdvisor’s Travelers’ Choice awards.
One of the most luxurious condo communi.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Aloha Kai - Unit 15- private villa!
Siesta Key Cottage 3.7 Star Review
Fully furnished villa offering living room, dining area, fully equipped kitchen, two bedrooms and one bathroom. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parking space directly outside your front door........read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
CA201N - SIESTA KEY–CENTER BEACH FRONT CONDO WITH SPECTACULAR VIEWS OF THE GULF
Siesta Key Condo 4.9 Star Review
201N.
Last minute specials!
$200 off during the weeks of August 20/2022 to September 3/2022 and September 24 to October 1, 2022.
Come and enjoy the sun and moon light on the Gulf and feel the powder white sands of Siesta Key between your toes, where the sand never gets hot, steps away from your condo.
We are located DIRECTLY O.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
New Listing! The Beachy Keen | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home
Welcome to The Beachy Keen! This group of 3 private units is perfect for families and groups, with the ability to accommodate up to 12 guests, with 3 bedrooms and 3 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-re.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 10
Luxury Waterfront Views / Pool / 1400sf / 2 min to Beach
Siesta Key Condo 4.5 Star Review
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you would expect just as in your home. After spending a day relaxing at the world famous Siesta Key Beach with quartz-crystal sand as white and soft as powdered sugar, come back home and enjoy the evening relaxing on one of our 3 la.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
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 t.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool
Siesta Key Condo 4.5 Star Review
There\'s plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, and frosty drinks. The kitchen.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
completely remodeled condo/on beach 1st floor
siesta key Condo 4.8 Star Review
please see pictures,l renovations are constant/completely remodeled,dvr/tvs every room, queen beds in 2nd bedroom, large master bedroom/all brand new, 160k$$ in renovations., new couch, bed spreads, new blinds, new lamps, etc have been added. , not enough space to provide all the pictures. Pricing varies depending upon the time of year, the # of pe.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Casa Blanca B08 Villa
Siesta Key Villa 5.0 Star Review
2 Bedroom/ 2 Bath Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.
Master Bedroom new, King size pillow-top mattress, a tropical ceiling fan, upscale furnishings and is tastefully decorated for ultimate relaxation and comfort.
Second Bedroom is tastefully furnished with 2 twin beds.
Our v.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
2 bed 2 bath Siesta Key Condo, walk to beach
Siesta Key Condo 5.0 Star Review
1st floor condo with 2 community pools, beautiful walking path and shoreline access to the bay. Its 3/4 mile or 12 minute walk to the white sands of Siesta Key beach which has consistently been rated one of the top 5 beaches in the United States. Hundreds of restaurants and grocery stores are within 10 minute drive........read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Siesta Beach House #205 Ground Floor, Minute Walk to Beach
Siesta Key Condo 4.0 Star Review
If you\'re looking for a great vacation location on beautiful Siesta Key, then look no further than this 2 bedroom/2 bath unit that sleeps 6 This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Firethorn 611 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...
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 livi.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Chinaberry 913 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
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 relaxin.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beautiful two bedroom, two bathroom condo with great views.
Siesta Key Apartment 4.7 Star Review
Enjoy watching the beautiful sunsets every night from your own private lanai in this two-bedroom, two-bathroom condo. Located at Siesta Beach with Siesta Key\'s famed “Village” a short walk away. This lovely condo has everything you are looking for: fully equipped kitchen, newly renovated bathrooms featuring state of the art toilet system, rain.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Bay, Pool, Tennis Court Views, 2 Master Suites, Stainless Kitchen, Tile Floors, 3 Flat Screen TV's
Siesta Key Condo 4.5 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.
King Master with views.......read more
2 Bedroom(s)
2 Bath(s)
Upgraded Modern Condo on Beautiful Siesta Key!
Siesta Key Condo
This unit (405) is located on the East corridor on the fourth floor, it faces east/south with plenty of sunlight throughout the year.
There are two bedrooms in this unit, each located on the opposite sides of the living/dining room. Each bedroom has its own updated full bathrooms, king sized beds, and flat-screen TVs. Both bedrooms have views of.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Poolside Condo minutes from Siesta Key Beach
Siesta Key Condo 4.8 Star Review
This bright and relaxing condo includes 2 bedroom (1 King) (1 Full/Twin bunk bed) Full kitchen including dishwasher, coffee pot, basic utensils. Washing/Dryer, Air Conditioning, Wi-fi, 3 TVs with cable in the living room and each bedroom.
From your screened lanai it is only steps to the gated heated pool. Steps from your front door is a co.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 5
Aloha Kai - Unit 49-close to the pool!
Siesta Key Cottage 4.5 Star Review
This 2 story Villa is just steps from the largest heated pool on Siesta Key and a few minute walk to our wonderful private beach. Featuring 2 bedrooms upstairs, king bed in the master and 2 twins in the guest room with a full bath to share. This Villa also boasts a spacious living/dining area and fully stocked kitchen on the main floor. Sleeps u.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
"Safe & Clean" - Island Suite, only 60 steps to the Siesta Key Public Beach -
Siesta Key Apartment 4.8 Star Review
Next to the Siesta Key Public Beach, 60 steps only!
The charming and recently refurbished & updated 2 bedroom apartment & den, with 2 newly remodeled new baths (photo\'s soon), 1 King bed + 1 Queen + 1 Queen bed in the additional room 1,200 sq/ft. suite on ground level with two private patio\'s.
All bedding is hyper-allergenic, no feathers!<.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
On Siesta Key Beach!! Sandpiper Beach Club of Siesta Key
Siesta Key, FL USA
Siesta Key Condo
7 night min booking for this 2/2 resort condo directly on Siesta Key Beach with it\'s own private beach! Beach chairs and umbrellas available through resort for a nominal fee. Heated pool and hot tub also included. Many other amenities include onsite gym, tennis and shuffle board. Several grilling stations and seating areas located along the ground.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Stylish escape near the beach with free WiFi, pool, two balconies, & AC
Siesta Key Private vacation home 5.0 Star Review
Salt & Serenity
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
The relaxed lifestyle of Siesta Key is calling your name for that rejuvenating beach vacation, so pack your favorite bathing suits and make your way to Salt & Serenity. Sitting just.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Chinaberry 414 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
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 ste.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Our House at the Beach C-120 Corner Unit!
Siesta Key Condo 4.6 Star Review
This Lake House offer a generous bi-level layout that includes separate dining and living room spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full size appliances including a dishwasher, microwave and full-size washer and dryer for your convenience. Off the large living room there is a balcony overlooking.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beautiful 3/2 Home on Siesta Key, Palm Island !
Siesta Key Private vacation home 4.0 Star Review
This adorable 3BR/2BA home is located in the quiet neighborhood of Palm Island, just a short walk away from the world famous Siesta Key Beach! It is fully furnished and can sleep up to 6 comfortably! The master and guest bedrooms have queen size beds. The third bedroom has two twin beds. Siesta Key Village is a bike ride away and offers a variety .......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Waterfront Condo at The Inlet - Great Views, Heated Pool on the Bay Quiet, Friendly Community #39
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 .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Bay Isle Bliss | LIMITED OFFER: Book 4 nights get 3 nights free!
Siesta Key Private vacation home 4.8 Star Review
LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!
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.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Top in Siesta Village at Best Beaches, Food & Entertainment! Casa Van Lopik.
Siesta Key Private vacation home 4.9 Star Review
A Gertrude Rentals property. In the Siesta Village just a short walk to Siesta’s best beaches and sure to provide a combination of fun and rejuvenation you won\'t find in other getaways! Casa Van Lopik is 100% private with two large 3BR units capable of accommodating up to 20, and a lush tropical indoor/outdoor patio lounging and dining area........read more
6 Bedroom(s)
4 Bath(s) Sleeps 22
Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81
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-suit.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Harbor Towers Yacht & Racquet Club -Siesta Key Beach Condo
Siesta Key Condo 4.8 Star Review
Siesta Key Beach Condo “USA #1 Rated Beach”
This newly renovated and up-to-date condo is across the street from the beach and has open views of the inter-coastal waterway with boats and dolphins coming and going throughout the day.
The condo is a fully furnished 2 bedrooms/2-bath unit with three flat screen TV’s, FREE WIFI and a DVD Pla.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Private Home w/Private Pool-10 min walk to Siesta Key Beach
Siesta Key Private vacation home 4.9 Star Review
Come enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Rent for a stay of 28 days or more and our daily rate drops as it automatically includes a 15% discount.
Enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Oversized private lot.
** Newly renov.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
CA705S - COZY, COMFORTABLE CONDO on the #1 beach in the USA>
Siesta Key Condo 4.2 Star Review
Bright and cheery, freshly painted, new linens and some new furniture! Brand new Murphy Bed!
Living room has two loveseats and a flat screen TV.
Bedroom has a king bed, large chair and light for reading. Flat screen TV
Lanai has a gulf view of world famous Crescent Beach. Put your toes in its unique 99% quartz sand that has.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
New Listing! Sea Angel | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 5.0 Star Review
Welcome to Sea Angel! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the p.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Updated Top Floor Siesta Key Vacation Rental at Bay Oaks
Siesta Key Condo
Recently fully renovated and tastefully decorated 2-bedroom 2 bathroom 5th Floor 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 b.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Hyatt Residences- High End Condo on #1 Beach in the US!!
Siesta Key Condo 5.0 Star Review
No better deal around! Top of the line on Siesta Key! It really doesn\'t get any better than this. This 2 bedroom / 3 bathroom unit has all the top of the line finishes that you would expect, such as Wolf gas stove, Sub Zero refrigerator, flat screen TVs in all rooms, high-speed internet, and more! This over the top unit will amaze you at every tur.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Stunning 4/3 Canal Home Siesta Key w/ Pool & Boat Dock
Siesta Key Private vacation home 5.0 Star Review
House located only 10 min walk from Siesta Beach and 5 min from the "Village"!
This Stunning & vast home on Canal w/ heated pool & dock is 3,496 sq ft with 4 bedrooms 3 bathrooms. Located Avenida de Mayo on the famous Siesta Key, it offers a unique experience with its large outdoor area, pool, canal access and refined furnishing!
This ho.......read more
4 Bedroom(s)
3 Bath(s) Sleeps 12
Stunning Sunset Views from this well appointed one bedroom Condo.
Siesta Key Apartment 4.8 Star Review
Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this one bedroom, one bathroom condo. Located at Siesta Beach with Siesta Key\'s famed "Village" a short walk away. This condo has everything you are looking for. Amenities include: beach access, BBQ, picnic tables (at the beach), Gulf view, western sunsets, famil.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Beautifully Updated Ground Floor at Gulf & Bay Club. Gulf Front Living at it's Finest!
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.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 8
Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount
Siesta Key Apartment 4.5 Star Review
Apartment /entire First floor
This charming Siesta Key vacation rental home is a unique combination of relaxation and fun, a beautiful kitchen, dining area, living room and outdoor patio area. This beautiful property has access to a heated pool (the pool is shared between the two units in the house). This home has every amenity you could fat.......read more
3 Bedroom(s)
3 Bath(s)
Pet-friendly condo a short walk from private beach & fishing dock on bay
Siesta Key Condo
Get your second wind at A Second Wind! Roomy, quiet and comfortable third-floor condo at beautiful Island Reef. Beach-to-bay complex on the peaceful side of Siesta Key with a pool view. Our private Gulf beach, pools and bay are not crowded at all. Two heated pools, tennis courts, pickleball and sauna. The private beach is just a five-minute walk ac.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
New Listing! Sea Coast | Located in Siesta Key Village, Walk to the Beach!
Siesta Key Private vacation home 4.8 Star Review
Welcome to Sea Coast! This private unit is perfect for small families, with the ability to accommodate up to 4 guests, with 1 bedrooms and 1 bathrooms.
Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s world-renowned beaches are the p.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Buttonwood 950 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...
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 .......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Siesta Key Gulf Front Condo
Siesta Key Condo 5.0 Star Review
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor and is .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Private Home and Great Location with walking distance to Village and Beach!
Siesta Key Private vacation home 5.0 Star Review
Updated home in quiet neighborhood just off the beaten path to the Village and Beach. Walk to all of your favorite restaurants and shops. This is a private home with lush landscaping and surrounding privacy wall. Main Floor Master Suite and guest bedroom, upper level has a second master suite with another guest bedroom. The home sits on a corne.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 8
Palm Bay Club Unit 311 with pools & hot tub - walk 1,500 feet to beach
Siesta Key Condo 4.5 Star Review
The Palm Bay Club Unit 311
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Walking distance to iconic Siesta Key Beach and steps from the pool and private Crescent Beach, this open-concept Palm Bay Club 2BR/2BA condo on the Gulf features plush f.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4