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From $281 per night (USD)
VRBO
5th Floor Siesta Key Luxury Condo -, Heated Pool - Views Of Beach and Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close ...
From $281 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Lovely Heated Pool Home ❤ Walk to Beach, Restaurants, Bike & Boat Rentals & More
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Location! Location! Location! -- Stunning pool home with over 2600 sf of living space located steps from the South bridg ...
From $361 per night (USD)
Expedia
$Coconut Cottage | Home on Lido Key w\/ Private Heated Pool\/Spa, Walk to Lido Beach & St. Armands!$
From $1109 per night (USD)
VRBO
Coconut Cottage | Home on Lido Key w\/ Private Heated Pool\/Spa, Walk to Lido Beach & St. Armands!
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Escape to the Charm of Coconut Cottage – Your Private Lido Key Retreat Discover your perfect getaway at Coconut Cottage, ...
From $1109 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Ideal location Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
2 week rental minimum Ideal location Siesta Key Beach located diagonally across the street. Hop on the free trolley ...
From $161 per night (USD)
Expedia
From $535 per night (USD)
VRBO
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. The house features outdoor po ...
From $535 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Cozy, Clean & Crazily Convenient
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you're looking for a great vacation getaway and prefer the style of a single-story cottage over a high-rise condo, yo ...
From $239 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Cheerful modern, minutes to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Fully renovated 2 bedroom, 2 bath, new kitchen, great location. Sleeps 4 (1 child can sleep on the couch), a/c, on Legac ...
From $176 per night (USD)
VRBO
$Harbor Towers Yacht & Racquet Club - Gulf Facing 2\/2 Condo - Fully Upgraded!$
From $286 per night (USD)
Expedia
Harbor Towers Yacht & Racquet Club - Gulf Facing 2\/2 Condo - Fully Upgraded!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo is located at Harbor Towers Yacht and Racquet Club on Siesta Key! It is condo #626, gulf facing on the 6th f ...
From $286 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Tiny House Siesta- perfect tiny house for two!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Just enough room for two. This cozy Tiny House was handcrafted in Florida and has found its way to us. You will ...
From $220 per night (USD)
VRBO
$Beachfront 2 beds\/2 baths w\/ Balcony LIDO BEACH TOWERS$
From $287 per night (USD)
Expedia
Beachfront 2 beds\/2 baths w\/ Balcony LIDO BEACH TOWERS
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key! This spacious 2-bed, 2-bath condo is spre ...
From $287 per night (USD)
Expedia
From $206 per night (USD)
VRBO
LAKEFRONT-FREE KAYAKS, BICYCLES, PADDLEBOARDS-WALK, BICYCLE, OR PADDLE TO BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lakefront home feels like a remote cottage but is actually located in a beautifully landscaped, secure, family-friendly, ...
From $206 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Quiet pool house on a lake - 7 min. from beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This beautiful 1600 Sq. Ft single family home is located on Lake Shamrock, in the quiet neighborhood of Venice Gardens, ...
From $129 per night (USD)
VRBO
From $417 per night (USD)
VRBO
Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The newly remodeled 2 bedroom / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an ...
From $417 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on ...
From $379 per night (USD)
Expedia
From $2623 per night (USD)
VRBO
Nearly Beachfront, Gulf Views, Heated Pool & Pet-Friendly - Sugar Sand Cottage
Bedrooms:
4
Bathrooms:
6
Sleeps:
19
Sugar Sand Cottage by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Proper ...
From $2623 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $156 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Direct Siesta Key Beachfront condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our beautiful fully remodeled condo is located directly across the street from world famous Siesta Key Beach! Whether yo ...
From $475 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Clean Family Friendly 2 Bed, Private Beach Access, Renovated, GREAT LOCATION!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to 9E at Sea Club II, our home away from home in the beach village of Siesta Key. Walk right in to our ground fl ...
From $356 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Lake view spacious 2bdr CONDO 7 min by the BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This bright and cozy condo is very clean and feels like home, with amenities needed to stay a night, week or a month. T ...
From $449 per night (USD)
VRBO
From $219 per night (USD)
Expedia
One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated Pool Located right in the Heart of ...
From $219 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Cozy Heated Pool Home, 3 bed 2 bath, 25 min beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom villa offers screened solar heated recently resurfaced pool, fully fenced backyard, BBQ, Wi-Fi, 3 smart ...
From $229 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Unit 401 Beautiful view of the Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
• Enjoy your escape to Siesta Key in the bright and clean Unit 401. This top floor, end unit has an open floor plan wi ...
From $400 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Villa Fiesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning property ...
From $435 per night (USD)
VRBO
From $815 per night (USD)
Expedia
Casa De Siesta | Pet Friendly Home In Siesta Village, Private Pool and Hot Tub, Walk to the Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Casa De Siesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning proper ...
From $815 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Siesta Sunrise-Just steps to the beach and village
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Location, location, location! Siesta Sunrise is just steps to beautiful Siesta Key beach and a short walk to the village ...
From $540 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Bright Coastal Condo: Walk to Lido Key Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
On Lido Key in Sarasota, this sunny beachside condo awaits. Boasting beautiful views of the ocean and a fully equipped k ...
From $408 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Enjoy your stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our house! It's located in a quiet neighbourhood in North Port FL - a fast growing community close to the sho ...
From $203 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Myakka River
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bring your small boat or kayaks. Located in Venice near Wellen Park. This area is fisherman’s paradise. Tarpon, Redfish, ...
From $250 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Beachfront Condo on Famous Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Siesta Breakers, a beautiful beachfront 2 bedroom condo on Siesta Key 🏡 Property Highlights: ✨ Heated pool ...
From $600 per night (USD)
VRBO
From $252 per night (USD)
Expedia
The Alameda - Historic SRQ Getaways, Central SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Space Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighb ...
From $252 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Oceanside! Large 1BR in VIllage, 15-steps to Path of Best Beach. Free Bikes and Paddle-boards!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Oceanside 603 is a Gertrude Rentals property right on Beach Rd at Access 10. Large, Fully Renovated, 1BR Apartment, jus ...
From $697 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Spring Break Deal! Stay 4 Nights in Siesta Key & Get 15% Off—Limited Rentals, Book Now!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy unbeatable savings on your next getaway! Stay 7 nights or more and save 10% or extend your escape to 28 nights or ...
From $225 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Crystal Sands Villa 12A
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
One of a kind at Crystal Sands just steps from one of our two heated pools and only 100 yards from the white sand of Cre ...
From $425 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Entire private house
Bedrooms:
5
Bathrooms:
7
Sleeps:
10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $513 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Stand alone villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stand alone villa with private patio and garden, just steps to the pool and beach. Putting green and shuffle board. Qui ...
From $234 per night (USD)
VRBO
Click For Pricing
Expedia
Penthouse timeshare
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
A rare opportunity to escape to your four bedroom penthouse on the beach in Longboat Key or for a week in February (2/5/ ...
Click For Pricing
Expedia
From $567 per night (USD)
VRBO
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a small resort on Siesta Key offering daily rentals Enjoy Siesta Key in style! Brand new high end ground floor lu ...
From $567 per night (USD)
VRBO
Click For Pricing
Expedia
Veranda Beach Club, beachfront Longboat Key, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit #309, a beach front condo, is available Weeks #51 & #52 2019, and Week #1 2020. Unit #306, with a partial ocean vi ...
Click For Pricing
Expedia
From $306 per night (USD)
VRBO
Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $306 per night (USD)
VRBO
From $161 per night (USD)
Expedia
*NEW LISTING* Incredible Lake View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for the perfect get-away location? Welcome to Serenata, one of Sarasota’s most sought after resort communities i ...
From $161 per night (USD)
Expedia
$The Sun Dial | Waterfront Home on Siesta Key w\/ Private Pool & Large Backyard, Close to Beach!$
From $1552 per night (USD)
VRBO
The Sun Dial | Waterfront Home on Siesta Key w\/ Private Pool & Large Backyard, Close to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Step inside this magnificent Siesta Key rental home and discover a world of luxury and tranquility. Nestled on the water ...
From $1552 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Sarasota-Indian Beach Zen Home (private-pet friendly)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You’ll love this private home, centrally located to everything when you stay at this zen space 2 blocks to the local bay ...
From $194 per night (USD)
Expedia
From $247 per night (USD)
VRBO
🌴Tropical Retreat in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This completely renovated home with full kitchen 3 bedrooms 2 bath split plan has a large Florida room with a attached s ...
From $247 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Beautiful Coastal Home located within 2 miles to the beach!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Located ONLY 2 MILES FROM MANASOTA BEACH this fully furnished adorable beach themed place is available for you to come a ...
From $306 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Pure Beachfront! Exceeds expectations!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You want a perfect location. You want a clean, fresh vacation rental with quality furnishings. You want more - not less ...
From $921 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Waterfront Beach House- Pool - Kayaks - Bikes - Boat Ramp
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Over 150 ft of private waterfront is the most majestic feature of this unique 2 bed/2 bath home. The property is complet ...
From $352 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Siesta Key beach house
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nice house as is renovated to January-2025 and there is new kitchen , bathroom, furniture and beds and private pool with ...
From $565 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Beachside Retreat with Pool and Beach Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $607 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Walk to Beach, Updated Condo, Private Patio and Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $507 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $487 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Newly Fully Updated and Modern, Short Walk to BEACH
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $421 per night (USD)
VRBO
From $2856 per night (USD)
Expedia
Massive Mediterranean Beachside Bliss
Bedrooms:
6
Bathrooms:
7
Sleeps:
18
Across the street from the #1 Beach, two fabulous 3 bedroom, 3 bath townhomes with a shared pool and in unit elevator th ...
From $2856 per night (USD)
Expedia
From $1809 per night (USD)
VRBO
*** NEW *** Rent the WHOLE building! Sleeps 16
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $1809 per night (USD)
VRBO
From $639 per night (USD)
Expedia
The Beachside Retreat you have been looking for
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $639 per night (USD)
Expedia
$Margaritaville - Pool ❤ w\/ Hot Tub, Close to Beaches, Restaurants, Shopping +++$
Click For Pricing
VRBO
Margaritaville - Pool ❤ w\/ Hot Tub, Close to Beaches, Restaurants, Shopping +++
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Phenomenal, 4/2, 1894 sf home with all the amenities: Huge heated pool, Smart TVs in every room, Large kitchen with Isla ...
Click For Pricing
VRBO
From $175 per night (USD)
VRBO
AMAZING 3 bedroom -15 miles from Venice beach.
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Amazing 3 bedroom, great for a couple looking to get away for a month or two to the Beautiful West Coast of Florida. Stu ...
From $175 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come enjoy this adorable 2-Bedroom, 2-Bathroom centrally located Siesta Key Condo with large heated pool! The condo is a ...
From $282 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Get To the Beach! Only 5 miles to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...
From $150 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Beautiful Getaway ~ 4 Miles to Venice Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Florida is a beautiful state with amazing beaches and this 3-bedroom, 2.5-bath vacation rental gives you access to the b ...
From $290 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Discounted rates for gorgeous one bdrm directly across from beach, near village!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gorgeous updated, just renovated, newly furnished one bedroom! Best location on Siesta beach and a short walk to charmi ...
From $283 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door. The
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door! Perfect location to rel ...
From $137 per night (USD)
VRBO
$Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!$
From $225 per night (USD)
Expedia
Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located just a short drive f ...
From $225 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Quiet, Cozy, Bungalow with a Pool. Near Venice Beach and Warm Mineral Springs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Open floor plan, 3 bedroom home with a breakfast bar and spacious living room that opens to a large screened in, in grou ...
From $197 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Crystal Sands Tower Unit 602 - Beachfront
Bedrooms:
2
Bathrooms:
3
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 $511 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Relax at Private Sandy Beach Aqua Pool House with FREE Bikes & Kayaks for Two!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our family vacation home in Venice Florida. This is one of our homes away from home and we enjoy sharing it ...
From $335 per night (USD)
VRBO
Click For Pricing
Expedia
Modern 2 Bedroom House Near Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our home is fully renovated with nearly brand new furniture. With 2 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
Click For Pricing
Expedia
From $216 per night (USD)
VRBO
Tiny House Pelican - sleeps 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Amy was the first house to arrive at Tiny House Siesta. She is one of our smallest as she comfortably sleeps 3 ...
From $216 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Aqua Oasis- Tiny House sleeps 6 & Pet friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: This tiny home offers three bedrooms. From the living room, two stair cases lead you to opposite sides of the ...
From $248 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Tiny House Yellow Lifeguard Stand- pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Located just over the bridge from Siesta Key and minutes away from Sarasota’s thriving dining and arts district ...
From $260 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Tiny House Sand Dollar near Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Experience compact living in Tiny House Sand dollar. Roughly 350 sq feet and designed for simplicity and effici ...
From $237 per night (USD)
Expedia
Click For Pricing
VRBO
Delightful Pool House 3 Miles to Siesta Key Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Our private pool home is fully set up with brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 total beds, we can c ...
Click For Pricing
VRBO
From $251 per night (USD)
Expedia
Tiny House Piña Colada- pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This Tiny House was built by Tumbleweed. Once you walk thru the door, you know you are at the beach. Eleanor ha ...
From $251 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Tiny Coral Oasis- sleeps 6 & Free WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: It will be love at first sight with our tiny Blue Oasis Cool off inside where the bleached white wood brightens ...
From $231 per night (USD)
VRBO
From $459 per night (USD)
Expedia
El Presidente Condos unit 507, Top Floor With Gulf Views directly on the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently renovated to include open concept living with a brand new Gourmet Kitchen and island. Granite counter tops, ...
From $459 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Red Lifeguard Stand - pet freindly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Located just over the bridge from Siesta Key and minutes away from Sarasota’s thriving dining and arts district ...
From $243 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Perfect home away, modern amenities, ~ Heated Pool ~ Close to S. Venice Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy our Lemon Tree House! Virtual Tour: https://www.youtube.com/embed/Y68OcyA9tv8?rel=0.  Escape to your ...
From $306 per night (USD)
Expedia
$Lakefront Property on Siesta Key Among Tropical Landscape W\/ Heated Pool$
From $498 per night (USD)
VRBO
Lakefront Property on Siesta Key Among Tropical Landscape W\/ Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and roll-a-ways available on ...
From $498 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Beachfront Sarasota Resort Condo: Siesta Key View!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sink your toes into Siesta Key's white sand beaches and swim in the crystal clear waters of the Gulf of Mexico during yo ...
From $207 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our RentTheKeys Siesta Heron community enjoys a proximity that is close to the heart of everything that makes Siesta Key ...
From $476 per night (USD)
VRBO
$Small and Quiet Lakefront Resort on Siesta Key W\/ Heated Pool and Kayaks$
From $479 per night (USD)
Expedia
Small and Quiet Lakefront Resort on Siesta Key W\/ Heated Pool and Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The last of our Siesta Heron escapes offers something extra the others don't and that is an extra bedroom. Key Lime, the ...
From $479 per night (USD)
Expedia
From $235 per night (USD)
VRBO
1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located ...
From $235 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Spacious vacation rental condo with lagoon views, beach access, and pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
When you're overdue for a refreshing vacation, a trip to Siesta Key is always a good idea. Making the experience even mo ...
From $301 per night (USD)
Expedia
$Sarasota House w\/ Private Pool - 4 Mi to Beach!$
From $263 per night (USD)
VRBO
Sarasota House w\/ Private Pool - 4 Mi to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...
From $263 per night (USD)
VRBO
$Sleeps 2. Mins to Downtown, Beaches & Airport \/ Ground Floor Unit$
From $83 per night (USD)
Expedia
Sleeps 2. Mins to Downtown, Beaches & Airport \/ Ground Floor Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...
From $83 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Vacation Rental on Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this modern and spacious tropical getaway. This newly renovated two bedroom, two bathroom, and den Condo is l ...
From $358 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Panoramic water view 3br pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and enjoy the panoramic waterfront views of the Miakahatchi river waterway from our deck or inground pool off a Ti ...
From $221 per night (USD)
Expedia
$Dog-Friendly Home w\/ Yard ~ 6 Miles to the Beach!$
From $125 per night (USD)
VRBO
Dog-Friendly Home w\/ Yard ~ 6 Miles to the Beach!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...
From $125 per night (USD)
VRBO
From $71 per night (USD)
Expedia
Sunny Apartments a block from Warm Mineral Springs
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Sunny apartments! Very clean and recently updated property a block away from world famous Warm Mineral Spri ...
From $71 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy unbeatable savings on your next getaway! Stay 7 nights or more and save 10% or extend your escape to 28 nights or ...
From $351 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Al'Most Heaven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful Old Town nice backyard three bedroom two bath all new furniture 3 miles to Beach convenient to all restaurants ...
From $296 per night (USD)
VRBO
From $148 per night (USD)
VRBO
Beach apartment…Sun ,air , water -best friends
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
11:02 1 Beach life in this renovated seaside condo overlooking the Gulf of Mexico from your veranda. there is a heated ...
From $148 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Expansive Renovated Condo, Heated Pools, Tennis, Fishing on Intracoastal | Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy unbeatable savings on your next getaway! Stay 7 nights or more and save 10% or extend your escape to 28 nights or ...
From $275 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Beachfront Condo - Across from Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located directly across from world-renowned Siesta Key Beach, this fabulous condo is the perfect vacation retreat with a ...
From $340 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Steps to the Gulf & Amazing View - A103, WiFi & Boat Docks
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf also from your ma ...
From $324 per night (USD)
Expedia
From $567 per night (USD)
VRBO
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIAL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a small resort on Siesta Key offering daily rentals Luxury 1 bedroom villa on Siesta Key. Easy 5 minute walk to ...
From $567 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Venice charm on the Island with a Pool 55+ bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
In the heart of Venice, Florida, you can find our single level, cozy 2-bedroom villa . Nestled just a 15 minute walk fro ...
From $207 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Upscale Vacation House in South Venice
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Upscale modern luxury South Venice house 3 bedrooms, 2 baths, 2000 sf, high ceiling, modern Italian furniture. 10 min sh ...
From $161 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Beach Front Condo, Venice, Florida. 2 bedroom, 2 bath, heated pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Totally renovated 2 bed and 2 bath condo on private beach, 1/2 mile to down town Venice and short walk to the Venice j ...
From $120 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Siesta Key, Condo Right On the Beach! May and June Weeks available! Book now!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key is back in business, beaches as beautiful as ever. All shops restaurants and bars are popping! Come make som ...
From $391 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Location, Location! Sarasota Rambler | Downtown MidMod Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $282 per night (USD)
Expedia

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