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From $234 per night (USD)
VRBO
Cozy Coastal Siesta Key Villa 2BR Cottage w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesia ...
From $234 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedrooms, 2 full bathrooms, - BEACHFRONT SIESTA DUNES - Siesta Key Beachfront Vacation Rental Condo on Crescent Beac ...
From $238 per night (USD)
Expedia
From $192 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $192 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Walk to Beach: Condo w/ Pool & Patio In Sarasota!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heated Community Pool | Walking Distance to Beach | Family Friendly | Remote Workers Welcome If an outing to a bustling ...
From $204 per night (USD)
Expedia
From $1452 per night (USD)
VRBO
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
Bedrooms:
8
Bathrooms:
8
Sleeps:
22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Gather your family for an unforgettable reunion ...
From $1452 per night (USD)
VRBO
From $1296 per night (USD)
Expedia
Huge Yard with Heated Pool, Steps to Beach - The Pool House
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
The Pool House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to The Pool House, a gorgeou ...
From $1296 per night (USD)
Expedia
From $1867 per night (USD)
VRBO
Home with Gulf Views, Private Heated Pool, Spa, Game Room - Sunset View
Bedrooms:
5
Bathrooms:
8
Sleeps:
25
Sunset View by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sunset View, a spectacular ...
From $1867 per night (USD)
VRBO
From $785 per night (USD)
Expedia
Perfect for Families, Steps to Siesta Key Beach and Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fins Up by Siesta Key Luxury Rental Properties Duplex in Siesta Key, FL Perfect for Families! Amazing 3 bedroom, 2 bat ...
From $785 per night (USD)
Expedia
From $1640 per night (USD)
VRBO
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf
Bedrooms:
5
Bathrooms:
8
Sleeps:
25
Sunset Gulf by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Discover your dream beach retreat at S ...
From $1640 per night (USD)
VRBO
From $1820 per night (USD)
Expedia
Siesta Home with Pool & Waterslide - Sunset Splash
Bedrooms:
7
Bathrooms:
8
Sleeps:
23
Sunset Splash by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Sunset Splash! This legendary gr ...
From $1820 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Tiny House Flamingo - free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Flamingo once was occupied as a permanent residence and now resides with us at Tiny House Siesta. Master bedroo ...
From $185 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bimini Breeze by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Less than a block away from Siesta Key Vill ...
From $621 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Steps to Beach. Shared Pool Pet/Family Friendly. Parking Incl.
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Island Sun by Siesta Key Luxury Rental Properties 559 Beach Rd B Siesta Key, Florida Welcome to Island Sun, a gorgeous ...
From $510 per night (USD)
VRBO
From $876 per night (USD)
Expedia
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
Aruba by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Aruba! This fantastic vacation ho ...
From $876 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Charming 2BR Villa in Polynesian Gardens – Steps from Dock, Community Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, loc ...
From $246 per night (USD)
VRBO
From $1485 per night (USD)
Expedia
Perfect Location. Private Heated Pool/Spa w/ Waterslide
Bedrooms:
6
Bathrooms:
7
Sleeps:
19
At A Glance • 6-minute walk from the beach • Private pool, hot tub, and waterslide • Dog-friendly with host approval p ...
From $1485 per night (USD)
Expedia
From $1308 per night (USD)
VRBO
Heated Pool/Spa w/ Waterslide. Rooftop Deck w/ Gulf Views. Water/Dock Access
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
Aloft on Canal by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Aloft on Canal! This luxurious ...
From $1308 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cozy and stylish house with wooded view in North Port, Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Gorgeous fully furnished 3 bedroom 2 full bathroom house, highly desired North Port Area!Tropical and beach atmosphere a ...
From $205 per night (USD)
Expedia
Click For Pricing
VRBO
Crystal Sands Tower Unit 901 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
Click For Pricing
VRBO
From $167 per night (USD)
Expedia
Tiny House Seashell - tiny living at the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our smallest Tiny House yet and on a private area of our property! It's tucked away in a fenced in area. Can yo ...
From $167 per night (USD)
Expedia
From $1925 per night (USD)
VRBO
Tropical Oasis | Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to ...
From $1925 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Casa Blanca Villa C16
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite cou ...
From $257 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Venice Vacation Rental with backyard lakefront
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Fully furnished Seasonal rental. The house is an updated 3 bath 2 bedroom with 1763 sq. ft. of living area. The home h ...
From $181 per night (USD)
VRBO
Click For Pricing
Expedia
Venice Home w/ Fire Pit & Grill: 2 Mi to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy all the coastal excitement surrounding Venice when you book this lovely 2-bedroom, 1-bath vacation rental! Boastin ...
Click For Pricing
Expedia
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VRBO
Paradise found in FLA
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This beautiful house offers three bedrooms and 2 bath. You’ll get a great night’s rest on the plush one king sized bed t ...
Click For Pricing
VRBO
From $361 per night (USD)
Expedia
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $361 per night (USD)
Expedia
Click For Pricing
VRBO
Spectacular 8th FL panoramic views of the Gulf of Mexico and Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
2
Gulf front panorama from this lovely 8th floor spacious condo available for $6,000/month starting January 1, 2021 (a 3-m ...
Click For Pricing
VRBO
From $226 per night (USD)
Expedia
Poolside Oasis with heated pool-7 min to beach-2 bikes-very private
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Poolside! Our 2-bedroom 2 bathroom vacation home is located just 7 minutes away from the stunning Manasot ...
From $226 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $674 per night (USD)
VRBO
From $138 per night (USD)
Expedia
The Cozy Beach Suite of Sunny Sarasota!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $138 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $360 per night (USD)
VRBO
From $1531 per night (USD)
Expedia
Resort Style Backyard! Private Dock and Beach Views! - Sea Spray
Bedrooms:
6
Bathrooms:
8
Sleeps:
22
Sea Spray by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sea Spray! This eight-bedroom a ...
From $1531 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Located on Venice Island - Totally Remodeled Condo - 4 Blocks to the beach/town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Totally remodeled 2BR/2BA condo on the second Floor of a 2 story complex. All brand new Furniture. Perfect location on t ...
From $173 per night (USD)
VRBO
From $1055 per night (USD)
Expedia
Tropical Getaway, Private Heated Pool, Fire Pit, Walk to Beach & Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to paradise at this beautifully appointed 4-bedroom, 3.5-bath vacation home in the heart of Siesta Key! With over ...
From $1055 per night (USD)
Expedia
From $368 per night (USD)
VRBO
🌴💦 Fresh & updated 2/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to 𝗣𝗮𝗹𝗺 𝗩𝗶𝗲𝘄 at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view (our condo's nam ...
From $368 per night (USD)
VRBO
Click For Pricing
Expedia
2 bedroom Condo, Bird Bay Village. REMODELED NEW NEW NEW
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 BR 2 BA, has a beautiful screened in lanai! NEW almost everything! New floors, paint, vanities, ALL new furniture, A ...
Click For Pricing
Expedia
From $556 per night (USD)
VRBO
Boaters Paradise Near Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
JAN 2024 DISCOUNT 2% rebate between Jan. 2-22. Exquisite new construction just over the 2 mile bridge from Siesta Key Be ...
From $556 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $330 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Florida's #1 Beach's Nearby!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this newly 3/2 renovated home in sunny Sarasota Florida! This home features a modern style with a cozy feelin ...
From $139 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Unwind and reconnect at this beautifully updated vacation home in Sarasota! Perfect for families, this 2-bedroom, 2-bath ...
From $189 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Find Your Happy Place on Siesta Key, Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 (five) day minimum stay. Immaculate Beach villa on beautiful Crescent Beach on #1 rated Siesta Key, Sarasota, Fl. Ful ...
From $433 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $185 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Resort-style amenities at Harbor Towers | Walk to Siesta Key Beach | Views of the Bay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $146 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $428 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 305 - Siesta Chillin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Prog ...
From $288 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 504 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Anchorage 204 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $307 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 905 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 406 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Anchorage 507 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $307 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 405 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your tropical paradise awaits you in this beautiful 2-bedroom 2-bathroom home located in beautiful Siesta Key. Just a sh ...
From $288 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 704 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Anchorage 403 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in be ...
From $307 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 807 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Anchorage unit 807 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 squ ...
From $327 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Anchorage 711 in Siesta Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
We invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and Te ...
From $518 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Anchorage PH-6 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Unit with Sweeping Views of the Gulf of Mexico and the Inter-Coastal Waterway We invite you to st ...
From $328 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Crystal Sands Tower Unit 706 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $448 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Modern & Cozy Home, close to beach & Dearborn St!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful, cozy, modern and recently renovated home!! Only 7 min drive to Manasota Key beach, 1 mile from Dearborn Stre ...
From $215 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Corner unit, water views, boat access, remodeled, elevator building, no pets
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking, panoramic views await you at this luxurious condo on the 7th floor of an elevator building overlooking the ...
From $218 per night (USD)
VRBO
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Expedia
Steps to Gulf of Mexico
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walk to the Gulf of Mexico which is just a half block away. Three blocks to downtown Venice where you will find shopping ...
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Expedia
From $167 per night (USD)
VRBO
Perfect location!<br>Beautiful!<br>Clean!<br>Heated swimming pool!<br>
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new t ...
From $167 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $630 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $260 per night (USD)
Expedia
From $611 per night (USD)
VRBO
Beach front paradise located in a Condo Building Beach front Penthouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. ...
From $611 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $358 per night (USD)
Expedia
From $232 per night (USD)
VRBO
A Bayside Treasure - Outstanding Waterfront Views!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...
From $232 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $127 per night (USD)
Expedia
From $2026 per night (USD)
VRBO
Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
Bedrooms:
9
Bathrooms:
8
Sleeps:
18
Ocean Overlook by Siesta Key Luxury Rental Properties Home in Sarasota, Florida Your dream vacation awaits at Ocean O ...
From $2026 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Spacious & Quiet at Fishermans Haven on Siesta Key. Private Beach, Heated Pool, Fish on the Bay. FH6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, Spacious & Quiet at Fisherman's Haven on Siesta Key. Private Beach, Fish on the Bay, Gated. Beautifully appo ...
From $204 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Beautiful one bedroom condo on Siesta Key. minutes from Siesta key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, coo ...
From $158 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Updated and charming cottage RIGHT ON THE BEACH where you can sunbathe, swim, snorkel, collect shells and sharks' teeth, ...
From $397 per night (USD)
Expedia
From $371 per night (USD)
VRBO
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, ...
From $371 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Upscale Hidden Jewel 2 miles to Nokomis Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is the place for you if you like tranquility, but close to the beach and walking distance to restaurants. Our place ...
From $322 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Condo Close To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wow! Come check out this beautifully remodeled condo in the heart of Venice. This luxury condo boasts 2 bedrooms and 2 b ...
From $95 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Anchorage 208 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 207 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Cozy South Venice Coastal Getaway – 10 Minutes from sandy beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your coastal escape in South Venice, Florida! This charming beach house offers the perfect blend of relaxatio ...
From $193 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Family friendly, Easy walk to Siesta Key Beach.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This home is 1/2 mile from Siesta Key Beach. It is furnished with quality. Your stay includes super-fast WiFi, a washer/ ...
From $207 per night (USD)
VRBO
From $384 per night (USD)
Expedia
🌴Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You'll Love This Home Wrapped in tropical foliage a ...
From $384 per night (USD)
Expedia
From $118 per night (USD)
VRBO
amazing apartment on the beach. With warm pool .
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
On the landscaped side of the complex, you will hear a calming waterfall right from your tropical patio! The apartment ...
From $118 per night (USD)
VRBO
From $398 per night (USD)
VRBO
“Casa Concord: 3BR-2BA Home with Private SaltH20 Pool, 2 Miles from Siesta Key”
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just 2 miles to Crescent Beach, Siesta Key, 3.9 miles to Siesta Key Beach! Ranked the #1 Beach in America and the World, ...
From $398 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located ...
From $302 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Relax`n - Beautiful newer South Venice home with pool and spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful newer South Venice pool home in immaculate condition. Open plan with gleaming tiled floors throughout, high ce ...
From $261 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Beautiful 2025 renovated - 550 Sq Ft Patio - across street from beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Long term rental available from May 1 - Dec 15th - please contact for details UV OZONE Sanitized between each guest. ...
From $339 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Longboat Key Escape–2BR Beachplace Condo Near the Ocean Unit 5-301 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf ...
From $535 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Venice Pool Home- Breezy Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3BR Heated Pool Home Minutes from the Gulf! Get ready to unwind in paradise! This newly remodeled 3-bedroom, 2-bath heat ...
From $320 per night (USD)
VRBO
From $714 per night (USD)
Expedia
BH · 2/2 Beach House Apt on Siesta Key
Bedrooms:
1
Bathrooms:
16
Sleeps:
6
Summary: Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitch ...
From $714 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Casa Blanca Villa A11
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Non smoking villa and lanai. Enjoy your beach vacation in this beautiful large 2 bedroom, 2 bathroom private villa. Lo ...
From $286 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Casa Blanca Villa A02
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $396 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Casa Blanca Villa C18
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to one of the largest 2 Bedroom/2 Bath Villas in Casa Blanca -- and the only one with a glimpse of the gulf! En ...
From $303 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Casa Blanca Villa C07
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $274 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Casa Blanca Villa B18
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This villa is one of the large villas and closest to the beach area. It has a 55 inch Samsung plasma TV and a blue ray ...
From $292 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Casa Blanca Villa C13
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome! Villa C13 is a beautiful 2 bedroom, 2 bath beach accommodation located in the exclusive Casa Blanca beachside c ...
From $274 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Casa Blanca Villa C08
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $274 per night (USD)
VRBO
From $347 per night (USD)
Expedia
103 Gulf Front Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach from the 1st floor of this tastefu ...
From $347 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Harbor Towers- 2Bed/2 Bath, Your Own Private Entrance!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Resort-style Siesta Key living is finally within your reach! Close to the #1 rated beach year after year! Beautiful fur ...
From $233 per night (USD)
VRBO
From $408 per night (USD)
Expedia
3/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You are in the heart of Siesta Key - one of the most popular destinations in America due to its powdery white quartz-cry ...
From $408 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Hotel Studio (Ground Level) - Unit C
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $205 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Hotel Studio (Ground Level) - Unit B
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $205 per night (USD)
Expedia

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