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Sarasota Area Rentals

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From $240 per night (USD)
VRBO
Siesta Key Condo: Resort Amenities, Walk to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience the beauty of Siesta Key when you and your whole beach-loving crew stay at this fabulous 2-bedroom, 1.5-bathr ...
From $240 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Artist owned home near beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Clean and comfortable house close to the beaches (5 minutes if the traffic lights are in your favor). Working from home? ...
From $179 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Charming Florida bungalow with pool and fenced-in yard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cypress wood floors and bay windows give this home a comfy, warm feel. The large, fenced-in backyard boasts large trees ...
From $268 per night (USD)
VRBO
$Sunny Oasis: Bright, Private and Beautiful Retreat!\nMagnolia Rentals$
From $401 per night (USD)
Expedia
Sunny Oasis: Bright, Private and Beautiful Retreat!\nMagnolia Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just minutes away from Siesta or Lido Beach! Welcome to one of the cutest and most relaxing private property. Located j ...
From $401 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This firsst-floor guest room, a 1 BR king with private bat ...
From $210 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Beachy 1 bedroom/1 bath unit - Fully equipped for your beach vacation!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy resort-style living at Harbor Towers Yacht and Racquet Club, located on Siesta Key! Harbor Towers is a boaters par ...
From $185 per night (USD)
Expedia
From $1266 per night (USD)
VRBO
Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog
Bedrooms:
5
Bathrooms:
6
Sleeps:
17
Salty Dog by Siesta Key Luxury Rental Properties 123 Canal Rd, Siesta Key, Florida Welcome to Salty Dog, a stunning ...
From $1266 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Breezy Villa - Minutes to Beaches - Fenced Yard - Pets Welcome - WiFi
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 $236 per night (USD)
Expedia
From $146 per night (USD)
VRBO
2 bedroom house, minutes to beaches, Atlanta Braves and Tampa Sea Rays stadiums
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to White Oak Tree Lodge located beside healing waters of Warm Mineral Springs, the famous Florida's Fountain of ...
From $146 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Very tropical, private and peaceful, short walk to everything happening downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $209 per night (USD)
Expedia
From $1571 per night (USD)
VRBO
Prime Location with Pool, Spa, and Fun Waterslide - Summer House
Bedrooms:
6
Bathrooms:
6
Sleeps:
22
Summer House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Summer House! This amazing ...
From $1571 per night (USD)
VRBO
From $1367 per night (USD)
Expedia
Waterfront Home w/ Dock, Heated Pool/Spa, Rooftop w/ Gulf Views
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
Dry Dock by Siesta Key Luxury Rental Properties Townhouse in Siesta Key, FL About 1 block (2 minute walk) to the beach ...
From $1367 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR, 2 king beds with private ...
From $225 per night (USD)
VRBO
From $661 per night (USD)
Expedia
Tropical Siesta Key Home with Incredible Pool, Hot Tub, and Patio!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Premier local manager, Destination Paradise welcomes you to “High Tide”… a cozy 5 bedroom 4 bath vacation home with an a ...
From $661 per night (USD)
Expedia
From $1379 per night (USD)
VRBO
The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Siesta Key Home Minutes to the Beach! The Seagrape Villa provides a luxurious 10 person retreat with an abundance of am ...
From $1379 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Centrally located near everything with bonus facilities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated charming house close to beaches, shops, restaurants and movie theaters. Queen size bed and a pull out so ...
From $176 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Historically Significant, 2nd floor, 1 BR, 1 Private BA Close to Everything
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 $197 per night (USD)
VRBO
From $356 per night (USD)
Expedia
New to Rental market Luxury remodeled condo located directly on Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located directly on the beautiful white quartz sands of Siesta Key Beach, this gorgeous 2 bedroom, 2 bath remodeled cond ...
From $356 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Siesta Key Serenity: Home with Heated Pool, Pond View Oasis in Heart of Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
❤️Save this home Welcome to our hidden gem in Sarasota, just 15 mins from Siesta Key, where relaxation meets pure deligh ...
From $323 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Beautiful Venice Island Apartment right on Venice Ave. - Shop, Beach & Eat!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Large -1 Bedroom, 1 Bath, (Sleeps 2) Apartment Unique upscale apartment with everything at your fingertips. High ceili ...
From $233 per night (USD)
Expedia
From $191 per night (USD)
VRBO
🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For 2020 Season. Just nine blocks from Saras ...
From $191 per night (USD)
VRBO
From $1602 per night (USD)
Expedia
Great Family Retreat with Pool, Spa, Putting Green & Game Room - Paradise Cove
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Paradise Cove by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Paradise Cove! This beautiful fi ...
From $1602 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Family Vacation Home with Pool and Spa, 2-min walk to Beach - Stone's Throw
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stone’s Throw by Lido Key Vacations Home in Lido Key, FL 34236 #VR22-00037 Minimum stay duration of 7 days/nights W ...
From $531 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Manasota Key Retreat with free use of bikes and paddle board
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. A kayak and boat launch into For ...
From $164 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our house is located in the northern part of the island, about an 8-minute walk to the gorgeous beach of Siesta Key and ...
From $430 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Vitamin Sea: Save 10% thru Nov 21!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 BR / 3 BA / Sleeps 8 Sarasota FL 34237 Vacation Rental License # 25-VR-000004 Minimum stay duration of 7 days/ni ...
From $330 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches and Downtown!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SLEEPING ARRANGEMENTS 2 BR / 2BA / Sleeps 4 Master Bedroom – One queen bed and en-suite bathroom with walk-in sh ...
From $222 per night (USD)
VRBO
From $213 per night (USD)
Expedia
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our updated, residential three-bedroom, two-bathroom home. Located just a 5-8 minute drive from the beaches a ...
From $213 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Location! Location! Location! Sarasota!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $110 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Waterfront single home rental with private lanai, heated pool, and hot tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom single home with 2 full baths located in a protected bird sanctuary area at the end of a quiet cul-de-sac ...
From $186 per night (USD)
Expedia
From $236 per night (USD)
VRBO
<1 MILE MANASOTA BEACH/NORTH ENGLEWOOD Boutiquey Home loaded with amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SUMMER SPECIALS! If you're looking for the ordinary, plain vacation rental, this is NOT for you! Our home boasts AMENT ...
From $236 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Horizons West Beachside Villa D-10 is a great 2 bedroom, 2 bath beachside villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Renovated 2 bedroom 2 bath gulfside villa. There is a king bed in the master bedroom and 2 twin beds in the guest room. ...
From $333 per night (USD)
Expedia
From $588 per night (USD)
VRBO
Lido Lux Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Just steps from the beach walk to everything, restaurants, and shopping! Enjoy the rooftop sun deck with a peek-a -boo v ...
From $588 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Looking for a tropical escape? This cozy cottage is perfect for you! A short drive or bike ride will be all that separat ...
From $209 per night (USD)
VRBO
From $416 per night (USD)
VRBO
GULF OF MEXICO & SARASOTA BAY VIEWS! SUNRISE TO SUNSET at L'ELEGANCE LIDO KEY!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A tropical beach paradise fourth floor condominium right on Lido Beach. The unique "through & through" floor plan of th ...
From $416 per night (USD)
VRBO
Click For Pricing
Expedia
Siesta Key canal front house. 3 bed/2 bath close to Siesta Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
PLEASE NOTE: During the month of May this rental is discounted while the seawall is being replaced. There will be work g ...
Click For Pricing
Expedia
From $245 per night (USD)
VRBO
Tropical Paradise - Gated, Close to Siesta Key, Pool, Gym, Tennis, Strong WIFI
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
NOTE: BOOKING JANUARY, FEBRUARY, MARCH, APRIL? Please book ENTIRE months only NOT mid-month to mid-month. This time fram ...
From $245 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Huge Heated Pool ❤ Short Walk to the Beach, ride FREE Trolley around the Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Paradise! This is a gem 2 bedroom, 2 bath condo in the very popular Bay Oaks on Siesta Key, Florida. The amaz ...
From $183 per night (USD)
Expedia
From $274 per night (USD)
VRBO
A cozy perfectly located house!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...
From $274 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Steps to 2025 #1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*2025 TripAdvisor “Best of the Best Beaches” #1 in the US (AGAIN!) & #4 in the World *2023 Tripadvisor “Best of the Be ...
From $248 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Horizons West Unit #106 - Beautifully Newly Remodeled High-Rise One Bedroom...
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Horizons West unit 106 is a beautifully renovated one bedroom, one bath condo with all new furnishings, screened in lana ...
From $336 per night (USD)
VRBO
From $745 per night (USD)
Expedia
🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool/Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Premier local manager, Destination Paradise welcomes you to “Lido Sands”… a cozy 4 bedroom 3 bath vacation home with a g ...
From $745 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Spectacular Beach View! Right on Beach! Amazing views!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
** BEACH FRONT WITH VIEWS** We did not get any damage to condo!!! December dates available at great rates!!! Complex did ...
From $363 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Beautiful Home with Pool - 3 miles from Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This beautiful Mid Century Home resides in a quiet neighborhood located only 10 minutes from the world renowned Siesta K ...
From $172 per night (USD)
Expedia
From $169 per night (USD)
VRBO
1 Mi to Beach: Nokomis Home w/ Private Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover Southwest Florida while staying at this bright 2-bed, 1.5-bath vacation rental in Nokomis! Easily entertain the ...
From $169 per night (USD)
VRBO
From $733 per night (USD)
Expedia
VENICE FL-MANASOTA BEACH WE WORK WITH YOUR BUDGET.
Bedrooms:
2
Bathrooms:
4
Sleeps:
20
MANASOTA BEACH FLORIDA 4x2 HOUSE! 1 MINUTE AWAY FROM MANASOTA KEY BEACH- BEST PARK WITH FREE PARKING. GRILLS, SHOWER ...
From $733 per night (USD)
Expedia
From $273 per night (USD)
VRBO
🥇 Lovely 2bd condo close to the beach (AN791)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $273 per night (USD)
VRBO
From $314 per night (USD)
VRBO
🥇 Elegant 2bd condo close to the beach (AN790)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $314 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Horizons West Unit #608 3 bedroom, 2 bath with a SPECTACULAR GULF VIEW!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unit 608 is a large 3 bedroom 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently underg ...
From $581 per night (USD)
VRBO
From $490 per night (USD)
VRBO
4 bedroom 4 bathroom waterfront home on luxurious Bird Key, Sarasota
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
This beautiful home has 4 bedrooms with en suite bathrooms perfectly set up for a family. Large living room dining room ...
From $490 per night (USD)
VRBO
From $248 per night (USD)
VRBO
Beachfront 3/2 Penthouse Lido Key Beautiful Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**The pool and gym are currently open for your enjoyment! Please note that the social room is unavailable at this time d ...
From $248 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Venice 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Second floor two bedroom condo in great location, beautiful panoramic views of the 15th hole on Bob Cat course in the re ...
Click For Pricing
Expedia
From $310 per night (USD)
VRBO
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to our enchanting pool home nestled in the heart of Sarasota, just minutes away from the world-renowned Siesta Ke ...
From $310 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Family-Friendly Retreat: 2 Primary Bedrooms each with Ensuites
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the heart of Sarasota and experience the ultimate vacation in our wonderful pool home, just minutes away from ...
From $279 per night (USD)
Expedia
From $186 per night (USD)
VRBO
House in gated community Stoneybrook / stunning pool/ near beaches / golf/ parks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quiet and spacious 2 story fully furnished house has three bedrooms (all upstairs). King sized bed in Master bedroom and ...
From $186 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Spacious Villa in Grand Paradiso!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2 year old beach themed villa in Gran Paradiso gated community. This almost new 2 bedroom (+ den) villa is a perfect get ...
From $256 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Beachcomber unit 302
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful third floor corner condo has a direct beach front view from the living area and master bedroom. The 34 fo ...
From $502 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Beachcomber unit 605
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome to your paradise away from home ...
From $295 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Beachcomber unit 604
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico Sleeping accommodations: New king-sized ...
From $440 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Ocean Views from Screened Lanai, Private Beach, Heated Pool, Tennis, Parking, Ready to Book!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $596 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Beachcomber unit 502
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $459 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Beachcomber unit 207
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach and this unit has a partial beach view. The Beachcomber has a relaxed, ...
From $300 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Wonderful Beach Escape W/Private Salt Water Heated Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Single Family Home in Gulf Gate Estates near #1 Siesta Key Beaches. 2 bedrooms 2 bathrooms with heated Saltwater pool. ...
From $318 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Casa Stellata near Downtown & Bay ~ Backyard ~ Pkg
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping ...
From $242 per night (USD)
Expedia
From $100 per night (USD)
VRBO
#2 Studio near mineral springs.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This studio has everything you will need. Comfortable king size bed, also a sleeper sofa, bathroom with walk in shower ...
From $100 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Crystal Sands Tower Unit 509 - 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 $540 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Siesta Key luxury condo at Turtle Beach - monthly rental.no short term stays.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful and spacious (over 1,300 square feet), 2 bedroom, 2 bath, renovated kitchen has beautiful quartz countertops, ...
From $224 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Beachcomber unit 602
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico. Allows 2 people for a one week rental, 4 people for ...
From $461 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Beachcomber unit 404
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $429 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Beachcomber unit 402
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $424 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Beachcomber unit 603
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. Come visit L ...
From $424 per night (USD)
VRBO
From $153 per night (USD)
Expedia
The Sapphire Suite 1Bed/1Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living ...
From $153 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Brand New Beautiful Rental Close to Beaches!!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family friendly vacation rental located only 15 minutes from beautiful Siesta Key beach and downtown Sarasota. It is lo ...
From $287 per night (USD)
VRBO
From $225 per night (USD)
Expedia
A Tropical 2 Bedroom/2 Bath House w/ Pool and Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax in private secluded luxury. Lush, ornamental plantings surround the beautiful backyard and pool deck. Spacious ...
From $225 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Beach & Pool Open! Beachfront Penthouse. Chairs, Wifi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: You'll get expansive, panoramic gulf views from every room of this 7th (top) floor condo. Crescent Arms is a q ...
From $493 per night (USD)
VRBO
From $329 per night (USD)
VRBO
🥇 Lovely 2bd condo close to the beach (AN792)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $329 per night (USD)
VRBO
From $359 per night (USD)
VRBO
🥇 Terrific 2bd condo near the beach (AN798)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $359 per night (USD)
VRBO
From $344 per night (USD)
VRBO
🥇 Premium 2bd condo close to the beach (AN802)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $344 per night (USD)
VRBO
From $492 per night (USD)
VRBO
🥇 Lovely 3bd condo near the beach (AN795)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $492 per night (USD)
VRBO
From $387 per night (USD)
VRBO
🥇 Extraordinary 2bd condo near the beach (AN805)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $387 per night (USD)
VRBO
From $404 per night (USD)
VRBO
🥇 Premium 2bd condo close to the beach (AN797)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $404 per night (USD)
VRBO
From $326 per night (USD)
VRBO
🥇 Comfortable 2bd condo close to the beach (AN794)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $326 per night (USD)
VRBO
From $345 per night (USD)
VRBO
🥇 Extraordinary 2bd condo near the beach (AN804)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $345 per night (USD)
VRBO
From $329 per night (USD)
VRBO
🥇 Terrific 2bd condo near the beach (AN796)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $329 per night (USD)
VRBO
From $348 per night (USD)
VRBO
🥇 Awesome 2bd condo near the beach (AN799)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $348 per night (USD)
VRBO
From $344 per night (USD)
VRBO
🥇 Gorgeous 2bd condo close to the beach (AN801)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Location. January - April: per HOA rules only Saturday to Saturday stay is allowed and no other departure or ...
From $344 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Private Lanai: Beautiful Sarasota Rental Home!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Mi to Botanical Gardens | Fenced Backyard Escape to 'The Melrose Sarasota,' a stylish 4-bedroom, 3-bath vacation rent ...
From $409 per night (USD)
VRBO
From $296 per night (USD)
Expedia
The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 9
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Experience a vibrant, newly renovated two-story featuring a stunning heated saltwater pool. This immaculate 3-bedroom re ...
From $296 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Newly remodeled close to downtown and beaches 3/2 heated pool and screened lanai
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Great location! In the desirable Southgate neighborhood on a quiet street close to everything Sarasota has to offer! Com ...
From $476 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Cozy house near Siesta Key Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our newly furnished home. When you walk up to it, it looks like a cozy cottage too. The inside is fresh new a ...
From $191 per night (USD)
Expedia
From $989 per night (USD)
VRBO
Private Heated Pool, walk to St Armand's! Perfect for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
301 Jackson Dr Sarasota FL 34236 Vacation Rental License #VR22-00132 Minimum stay duration of 7 days/nights Welcome to ...
From $989 per night (USD)
VRBO
From $108 per night (USD)
VRBO
Costal Heaven, Close to gulf, Close to shopping and restaurants.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coastal Heaven is sure to give you the relaxing vacation you deserve with the comforts of home in a cheerful, modern, an ...
From $108 per night (USD)
VRBO
From $1007 per night (USD)
VRBO
Siesta Key Waterfront Estate heated Pool Privacy!
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to rela ...
From $1007 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Charming 1940s Bungalow – 6 Mins to Beach + Private Pool Oasis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Sunset Bungalows – Private Beachside Oasis with Heated Pool & Gazebo Welcome to Siesta Sunset Bungalows, your sec ...
From $368 per night (USD)
Expedia
From $406 per night (USD)
VRBO
NEW HOUSE in Venice, 3.9mi away from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our lovely 2019 home is perfectly located for a relaxing vacation, just a short drive (3.9 mi) to the BEAUTIFUL Manasota ...
From $406 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Lovely Retreat: Walk to Manasota Key Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Simple days on the Florida coast await at this bright vacation rental. Boasting a charming outdoor area and easy beach a ...
From $187 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Siesta Beach Condo Rental with direct beach and pool access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Looking for quick easy access to the #1 beach in America? You've found the place! Enjoy the excellent location of the Si ...
From $245 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Mojito Bay Hideway-Cute Park model home in beautiful Ramblers Rest resort.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy 1 bedroom mobile home with lanai located in Ramblers Rest RV Resort. Located on beautiful Mayakka River this park b ...
From $140 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Island House Beach Resort 6S
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautifully appointed 2 bedroom, 2 bathroom features a primary ensuite with a king bed and the guest room features ...
From $531 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Private Beachfront Oasis On Siesta Key - Walk to Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private beach community. Watch the most amazing sunsets. Dolphin and manatees can be seen all year round and the best fi ...
From $245 per night (USD)
VRBO

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