Sarasota Area Rentals
From $215 per night (USD)VRBO
Sunset View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and enjoy a 5 star luxury home, built in 2011, which is not overlooked by any other homes. Manasota Beach, with fr ...
From $215 per night (USD)VRBO
From 79 € per night (EUR)VRBO
The Sandcastle Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Sandcastle Villa is a luxurious house in a prime location. It has upscale features with a covered (mosquito protecte ...
From 79 € per night (EUR)VRBO
From 320 € per night (EUR)VRBO
Casa Daniela
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our lovingly renovated and modern pool house is located in a quiet residential area in Venice Gardens. It is equipped w ...
From 320 € per night (EUR)VRBO
From $89 per night (USD)VRBO
Siesta Key Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The condo is on the third floor balcony facing south overlooking the mediterainian garden. At almost 1400 square feet, t ...
From $89 per night (USD)VRBO
From $175 per night (USD)VRBO
Pool Villa II + Privat-Strand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
COVID-19 Information: We follow the new CDC cleaning and sanitation guidelines for Vacation rentals! My Pool Villa's ar ...
From $175 per night (USD)VRBO
From $100 per night (USD)VRBO
Villa-Happy-Holiday
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Description of Holiday House Happy Holiday in North Port Location of the holiday home The house is conveniently located ...
From $100 per night (USD)VRBO
From 260 € per night (EUR)VRBO
Villa Gecko
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Den snyggt inredda, avskilt Villa Gecko är i ett lugnt läge. De cirka 140 kvm boyta med 3 sovrum och 2 badrum kan bekväm ...
From 260 € per night (EUR)VRBO
From $160 per night (USD)VRBO
Florida Pool Villa Happy Gator
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
COVID-19 Information: We follow the new CDC cleaning and sanitation guidelines for Vacation rentals! Our Villa Happy G ...
From $160 per night (USD)VRBO
From $200 per night (USD)VRBO
VeniceIsland Golden Beach home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is located in one of the nicest and sought after Island of Venice neighborhoods: Golden Beach The house is in ...
From $200 per night (USD)VRBO
From $150 per night (USD)VRBO
Villa Lemon Tree
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
During the corona Crisis we offer our guests to refund 100% if the house cannot be used because of rental or travel bans ...
From $150 per night (USD)VRBO
From $160 per night (USD)VRBO
Villa the place
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house was completed in August 2018 and we are pleased to introduce our new building. The house is 184 m², has 3 bedr ...
From $160 per night (USD)VRBO
From $190 per night (USD)VRBO
Villa Buttonwood Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Huset har cirka 220 kvadratmeter bostadsyta, som är fördelat på 2 våningar. Från den ljusa, stora vardags- / matplatsen, ...
From $190 per night (USD)VRBO
From $175 per night (USD)VRBO
Pool Villa I + Privat-Strand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
COVID-19 Information: We follow the new CDC cleaning and sanitation guidelines for Vacation rentals! My Pool Villa's ar ...
From $175 per night (USD)VRBO
From $140 per night (USD)VRBO
Villa Nectar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are pleased to welcome you in our completely renovated modern villa with solar heated private pool, outdoor kitchen, ...
From $140 per night (USD)VRBO
From $113 per night (USD)VRBO
Newly Remodeled! Directly Across from Beach ~ Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. T ...
From $113 per night (USD)VRBO
From $300 per night (USD)VRBO
2/2 (041) Tower Gulf Front View SW
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 41- 2 Bedroom and 2 Bathroom Gulf Front Condominium. | A two bedroom two bathroom Gulf front view condo located on ...
From $300 per night (USD)VRBO
From $100 per night (USD)VRBO
Harbor Towers & Yacht and Racquet Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Harbor Towers Yacht and Racquet Club is located on the inter-coastal waterway on Siesta Key in Sarasota, Florida. From t ...
From $100 per night (USD)VRBO
From $100 per night (USD)VRBO
BEAUTIFUL CONDO NEAR SIESTA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
ASK ABOUT OUR MONTHLY RATES. Our goal is to make your stay as pleasant and comfortable as you would stay at your own ho ...
From $100 per night (USD)VRBO
From $50 per night (USD)VRBO
Cozy Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a 2 bedroomed, one bath house, centrally located near downtown Sarasota, pet friendly within walking distance to ...
From $50 per night (USD)VRBO
From $219 per night (USD)VRBO
Siesta Key Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious first floor waterfront condo has over 1879 sq. of indoor/outdoor living space. Boasting two gigantic eleva ...
From $219 per night (USD)VRBO
From $193 per night (USD)VRBO
CA202S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our second floor, gulf-front apartment offers a spectacular, uninterrupted view down beautiful Crescent Beach. Located o ...
From $193 per night (USD)VRBO
From $175 per night (USD)VRBO
Siesta Leona House in Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Introducing, a deluxe vacation property in the Village of Siesta on the intercoastal waterway. Key features include, hea ...
From $175 per night (USD)VRBO
From $150 per night (USD)VRBO
Palm Bay Club Unit 24
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit G-24 is a beach style condo on the second floor Grand Tower with a private beach access. Take an elevator or stairs ...
From $150 per night (USD)VRBO
From $50 per night (USD)VRBO
Peaceful Venice Pool Home with Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Sister house" to listing 284113, this home is just two doors down and owned by the same meticulous homeowners. Just li ...
From $50 per night (USD)VRBO
From $190 per night (USD)VRBO
1/1 (068) Tower Partial South Gulf View S
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 68- 1 Bedroom and 1 Bathroom Condominium with Partial South Views. | There are spectacular views from this beauti ...
From $190 per night (USD)VRBO
From $650 per night (USD)VRBO
Home is where the Beach is
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
The address of this property is: 1345 Fundy Road, Venice, FL, 34293. Newly remodeled, 3 bedroom, 2,5 bath house with an ...
From $650 per night (USD)VRBO
From $110 per night (USD)VRBO
Gulf Gate Garden Homes Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is our newly redecorated, 1340 square -foot, 'Old Florida' villa, with all new kitchen appliances. Across the fro ...
From $110 per night (USD)VRBO
From $500 per night (USD)VRBO
226 N Blvd of Presidents
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Please see COVID / STANDARD CANCELLATION POLICY BELOW - it is different from VRBO policy options as are payment options ...
From $500 per night (USD)VRBO
From $200 per night (USD)VRBO
2/2 (322) Bayside B Model
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Bay Club Unit #322 Lg Bay Front Unit. Completely Updated Unit | Large Two Bedroom/ Two Bath Unit Overlooking The Ba ...
From $200 per night (USD)VRBO
From $250 per night (USD)VRBO
Siesta Key Peppertree Bay Beach front Cono
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
30 day minimum stay . 3 month minimum off season May to December ESCAPE TO GORGEOUS SIESTA KEY and stay RIGHT ON THE ...
From $250 per night (USD)VRBO
From $243 per night (USD)VRBO
CS Villa 15 2BR 2BA Sleeps 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom 2 bath villa provides Gracious living with touches of luxury in this completely equipped apartment with p ...
From $243 per night (USD)VRBO
From $190 per night (USD)VRBO
1/1 (048) Tower Partial South Gulf View S
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 48- 1 Bedroom and 1 Bathroom Condominium with Partial South Gulf Views. | This 1 bedroom 1 bathroom condominium l ...
From $190 per night (USD)VRBO
From $47 per night (USD)VRBO
Poolside Paradise Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This bright and relaxing condo includes 2 bedroom (1 King) (1 Full/Twin bunk bed) Full kitchen including dishwasher, cof ...
From $47 per night (USD)VRBO
From $700 per night (USD)VRBO
440 Bird Key Drive
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
The 2329 sq ft Mediterranean style ranch house is located on Bird Key in the middle of Sarasota Bay. Bird Key is a sec ...
From $700 per night (USD)VRBO
From $75 per night (USD)VRBO
Crescent Arms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New Sliding glass doors installed May 2020. All trim work newly painted and caulking throughout. New AC May 2021, new ...
From $75 per night (USD)VRBO
From $125 per night (USD)VRBO
2850 Gulf of Mexico Dr #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The condo directly across the street from the public beach access. This is a very private part of Longboat and often y ...
From $125 per night (USD)VRBO
From $220 per night (USD)VRBO
2/2 (164) Club Corner
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 164- Fully Equipped. Bright, Private Beach, Pool, 2/2, 2,200 sq ft Balcony | This condo really does have everything ...
From $220 per night (USD)VRBO
From $35 per night (USD)VRBO
Casa El Sueño
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located just across from Siesta Key, on the mainland of Sarasota, you have access to all the city offers and are only a ...
From $35 per night (USD)VRBO
From $300 per night (USD)VRBO
2/2 (033) Tower Gulf Front View NW
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 33- 2 Bedroom and 2 Bathroom Gulf Front Condominium | | Unit 33 is a two bedroom two bathroom sleeps six people ma ...
From $300 per night (USD)VRBO
From $475 per night (USD)VRBO
Salty Dog
- Bedrooms:
- 6.5
- Bathrooms:
- 6
- Sleeps:
- 17
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $475 per night (USD)VRBO
From $279 per night (USD)VRBO
Sea Sun Fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A perfect relaxation destination for two! This location has everything. Five minutes walk to the beautiful Lido Beach an ...
From $279 per night (USD)VRBO
From $150 per night (USD)VRBO
Casa Mar Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you love to walk or run along the beach in the morning, sun tan on soft, white sand in the afternon, and watch specta ...
From $150 per night (USD)VRBO
From $50 per night (USD)VRBO
Sabel Trace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Clean and spacious furnished property over looking wild life area. Beautiful pool and patio area. Close to shopping an ...
From $50 per night (USD)VRBO
From $75 per night (USD)VRBO
Chateau Village 104
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be sure to check out our other properties 512091- Living the Dream on Lido I 2086500 - Sunshine on Lido (New Listing) + ...
From $75 per night (USD)VRBO
From $150 per night (USD)VRBO
Ibis Paradise-2br/2ba LOVELY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We've enjoyed visiting Venice for many years and decided to purchase a beautiful golf course condo. The area offers worl ...
From $150 per night (USD)VRBO
From $309 per night (USD)VRBO
9. 3252 MAYFLOWER ST
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Sarasota Vacation Home in Gulf Gate close to Siesta Beach! Newly remodeled 3 bedrooms and 2 baths. 2 be ...
From $309 per night (USD)VRBO
From $400 per night (USD)VRBO
Sarasota Sandpiper
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beac ...
From $400 per night (USD)VRBO
From $134 per night (USD)VRBO
Beach Cottage - 1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
***CANCELLATION POLICY WAIVED FOR CORONAVIRUS. ***CANCELLATION POLICY WAIVED FOR RED TIDE. ***MAXIMUM CAPACITY OF 2 IS ...
From $134 per night (USD)VRBO
From $244 per night (USD)VRBO
Casa Playa SK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
- Location, location, location! We are steps away from the beach and village. - Walk or bike EVERYWHERE and leave your ...
From $244 per night (USD)VRBO
From $500 per night (USD)VRBO
The Shore House
- Bedrooms:
- 5.5
- Bathrooms:
- 7
- Sleeps:
- 19
The Best Homes, Location and Vacation Experience on Lido Key! *Due to Lido Key rental code, this property must be rente ...
From $500 per night (USD)VRBO
From $150 per night (USD)VRBO
LJ St. Armands
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armand's Circle shops and restaurants and minutes from do ...
From $150 per night (USD)VRBO
From $1420 per night (USD)VRBO
Siesta Key Pool House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The house is located within 10 minutes drive from both downtown and Siesta Keys beach, and about 20 minutes drive from L ...
From $1420 per night (USD)VRBO
From $250 per night (USD)VRBO
Englewood Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable completely renovated and remodeled cottage in downtown historic Englewood area. Experience "Old Florida" at it' ...
From $250 per night (USD)VRBO
From $70 per night (USD)VRBO
Tiny House - Flamingo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your next vacation can have the relaxation of the beach with the cozy environment of Tiny House Flamingo. Flamingo once ...
From $70 per night (USD)VRBO
From $180 per night (USD)VRBO
2/2 (359) Bayside T Model
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This third floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. The Bay side has a pool, ...
From $180 per night (USD)VRBO
From $85 per night (USD)VRBO
Inn on the Beach 2207
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. ...
From $85 per night (USD)VRBO
From $170 per night (USD)VRBO
1/1 (104) Tower Partial North Gulf View N
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely renovated 1 Bedroom 1 Bathroom Condo- Amazing view of the #1 Beach from the Open Patio!! (Unit 104) | Relax ...
From $170 per night (USD)VRBO
From $80 per night (USD)VRBO
Pin Oak (Cottage 7A)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Slip into Old Florida Living at Pin Oaks Cottage at Sea Club 2, enjoying the ultimate R&R to accompany your exciting and ...
From $80 per night (USD)VRBO
From $250 per night (USD)VRBO
Bougainvillea Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Súper lindo estilo de casa de playa en el barrio de Southgate, cerca de todo! Plano de planta dividido - 3 dormitorios ...
From $250 per night (USD)VRBO
From $325 per night (USD)VRBO
s!Great VALUE!Heated Pool!SPRING SEASON SPECIAL, CLOSE TO SIESTA KEY, Free WiFi!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My fully ...
From $325 per night (USD)VRBO
From $100 per night (USD)VRBO
Sea You Soon in Venice
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About the property We value the health and safety of all of our guests. All frequently touched surfaces, knobs, faucets ...
From $100 per night (USD)VRBO
From $93 per night (USD)VRBO
9412SIESTADUNE201SDWCO - Siesta Dunes Beach 201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit has been newly renovated. Stunning seaside decor, new kitchen, baths, paint, and luxury vinyl plank flooring t ...
From $93 per night (USD)VRBO
From $125 per night (USD)VRBO
Peaceful Garden Oasis 2 Miles From #1 Beach In The USA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming home with beautiful furnishings and artwork throughout. Large Master bedroom with king size bed, master bathroo ...
From $125 per night (USD)VRBO
From $349 per night (USD)VRBO
Breezy Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breezy Villa features two bedrooms and two baths with a tile floor throughout. There is a split floor plan with each be ...
From $349 per night (USD)VRBO
From $143 per night (USD)VRBO
Siesta Dunes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We welcome you to relax and enjoy this bright, quiet, first floor, end unit offering park like views. The pool, sundeck ...
From $143 per night (USD)VRBO
From $120 per night (USD)VRBO
Jennings Drive Gem
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $120 per night (USD)VRBO
From $180 per night (USD)VRBO
2/2 (355) Bayside T Model
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This second floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. The Bay side has a pool, ...
From $180 per night (USD)VRBO
From $409 per night (USD)VRBO
Hillview On The Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A live-oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful C ...
From $409 per night (USD)VRBO
From $250 per night (USD)VRBO
Calypso
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
This exclusive beach house is located on the waters edge, directly on the Gulf of Mexico on prestigious Longboat Key. Wh ...
From $250 per night (USD)VRBO
From $250 per night (USD)VRBO
Shelly's Beach House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ocean paradise awaits you in this large, 5 bedroom/3 bath, open floor planned beach house with screened-in heated pool a ...
From $250 per night (USD)VRBO
From $85 per night (USD)VRBO
Sea Turtle Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You'll love the stunning brand new interior and excellent location of this house. Excellent location near Ringling Mus ...
From $85 per night (USD)VRBO
From $259 per night (USD)VRBO
1. 2880 Bahia Vista St
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Conveni ...
From $259 per night (USD)VRBO
From $200 per night (USD)VRBO
2/2 (364) Bayside B Model
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Bay Club Bayside 364 is a 2 Bedroom 2 Bathroom Large Condominium with washer/dryer. This spacious corner suite con ...
From $200 per night (USD)VRBO
From $245 per night (USD)VRBO
Venice Island Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home is located less than a mile from the beaches and downtown main street. Each room has been decorated in a diff ...
From $245 per night (USD)VRBO
From $135 per night (USD)VRBO
Sunset Royale
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This newly renovated 1 bedroom condo accommodates 4 guests comfortably. Great for families due to the proximity of the b ...
From $135 per night (USD)VRBO
From $120 per night (USD)VRBO
Completely newly remodelled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our completely remodelled 2bdrm/2 bath villa.Brand new kitchen with granite counters and stainless steel Sams ...
From $120 per night (USD)VRBO
From $150 per night (USD)VRBO
1/1.5 (147) Club Gulfside
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
***New Photos Coming Soon!*** This third floor 1 bedroom 1 1/2 bathroom condominium is located on the Gulf side of our p ...
From $150 per night (USD)VRBO
From $400 per night (USD)VRBO
Siesta Key-Palm Island House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable 3BR/2BA home is located in the quiet neighborhood of Palm Island, just a short walk away from the world fa ...
From $400 per night (USD)VRBO
From $219 per night (USD)VRBO
Palm Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
WELCOME Siesta Key Beach is the perfect spot for sunning, shelling, or taking a siesta. The Palm Bay Club is known for ...
From $219 per night (USD)VRBO
From $145 per night (USD)VRBO
UNIT #209, Sea Shell Condos
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
DIRECTLY ON CRESCENT BEACH! FREE TROLLEY UP AND DOWN THE KEY! BRAND NEW RECLINERS IN LIVING AREA. Condominium complex lo ...
From $145 per night (USD)VRBO
From $90 per night (USD)VRBO
Only 150 yards to beautiful Crescent Beach and heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly updated Siesta Key villa just been upgraded with new kitchen, new vanities, newly painted and with the tiles steam ...
From $90 per night (USD)VRBO
From $100 per night (USD)VRBO
Jamaica Royale #92
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our garden view condo has two bedrooms with two baths and is located just steps from the white sand beaches of Siesta ...
From $100 per night (USD)VRBO
From $85 per night (USD)VRBO
Tiny House - Green Lifeguard Stand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just over the bridge from Siesta Key and minutes away from Sarasota's thriving dining and arts districts, our su ...
From $85 per night (USD)VRBO
From $500 per night (USD)VRBO
39 S. Polk Drive
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
PLEASE SEE CANCELLATION POLICIES BELOW - . Arrivals prior to 90 days are to be paid in full. Please note that the min ...
From $500 per night (USD)VRBO
From $180 per night (USD)VRBO
2/2 (342) Bayside T Model
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. The Bay side has a pool, ...
From $180 per night (USD)VRBO
From $325 per night (USD)VRBO
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMERSPECIAL RATES!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 BR, 2 BA, sleeps large family, heated pool-jacuzzi, free WIFI, across lake POOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR ...
From $325 per night (USD)VRBO
From $145 per night (USD)VRBO
Amazing Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE: OUTDOOR SPA CANNOT BE HEATED AND OPERATES AT 84F! If you are looking for a luxurious and serene holiday in ...
From $145 per night (USD)VRBO
From $260 per night (USD)VRBO
2/2 (055) Tower Partial North View Ne
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 55- 2 Bedrooms 2 Bathrooms Condominium With Partial Gulf Views Sleeps 6 | 2 bedroom, 2 bathroom partial North view ...
From $260 per night (USD)VRBO
From $184 per night (USD)VRBO
The Little Sandy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You need a vacation and we've got just the place! Nestled amongst two ancient banyan trees, The Little Sandy rests on a ...
From $184 per night (USD)VRBO
From $95 per night (USD)VRBO
2 Bedroom Steps from Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing 1400 sq. ft unit in the quiet, well-maintained and desirable Village West in Siesta Key. Relax and enjoy the fin ...
From $95 per night (USD)VRBO
From $93 per night (USD)VRBO
Bahia Vista Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Large Beachside Heated Pool - Situated ocean side our two bedroom, two bath condominiums are turnkey furnished and in ...
From $93 per night (USD)VRBO
From $110 per night (USD)VRBO
Bay Oaks Condominium
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great rest ...
From $110 per night (USD)VRBO
From $150 per night (USD)VRBO
Ingram House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom, 2 bathroom home is fully renovated, boasting a kitchen with a large island, large family room complete w ...
From $150 per night (USD)VRBO
From $250 per night (USD)VRBO
Bay Tree Club; Gulf & Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all the beach & bay have to offer at this premium gulf front condominium on Siesta Key. The Bay Tree Club Condomin ...
From $250 per night (USD)VRBO
From $150 per night (USD)VRBO
Excelsior Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely 2 bedroom, 2 bath condominium unit underwent a major top to bottom renovation. This is considered an A+ uni ...
From $150 per night (USD)VRBO
From $100 per night (USD)VRBO
Home Away From Home in Tropical Paradise.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Recently updated and renovated 2 bedroom, 2 bath, first floor single story garden unit. Located in the beautiful Baypo ...
From $100 per night (USD)VRBO
From $525 per night (USD)VRBO
The Pool House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $525 per night (USD)VRBO
From $190 per night (USD)VRBO
1/1 (038) Tower Partial South Gulf View S
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully Remodeled and Updated 1 Bedroom/1 Bathroom- Amazing View of the #1 Beach (Unit 38) | This one bedroom one ba ...
From $190 per night (USD)VRBO
From $85 per night (USD)VRBO
Fisherman's Cove B109
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your home away from home in beautiful Siesta Key! This great 2-bedroom, 2-bath has everything you need for a wonde ...
From $85 per night (USD)VRBO
From $90 per night (USD)VRBO
Only 150 yards to beautiful Siesta Key Beach and heated pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly updated Siesta Key villa just been upgraded with new kitchen, new vanities, newly painted and with the tiles steam ...
From $90 per night (USD)VRBO