Sarasota Area Rentals
- From $819 per night (USD)
VRBO
4 BR canal home Sleeps 8 by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitche ...
From $819 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This rental offers complete Kitchen, tile floors, Queen size sleeper sofa, dining table and relaxing front porch and ...
From $119 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Corner 2-bed \/ 2-bath Unit #926, in the Stoneybrook Golf and Country Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bed / 2 bath Corner unit, #926, in the Stoneybrook Golf and Country Club, is an open floor plan filled with lots ...
From $131 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Waterfront withGreat Views, Heated Pool Overlooking the Bay, Quiet, Friendly Community #39
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Waterfront with Great Views & Large Heated Pool Overlooking the Bay Cozy 2 bedroom, 3rd floor condo located directly on ...
From $133 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Beach access and a beautiful pool on the gulf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Updated 3 bedroom, 2 bathroom condo located on the island of Venice, Florida. Walk to the beach, enjoy a beautiful swim ...
From $226 per night (USD)VRBO
- From $119 per night (USD)
Expedia
3 Bedroom home with a Key West Feel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The home is located on a quiet neighborhood with an extra lot. You can enjoy a bike ride or a nice long walk after a da ...
From $119 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Old Florida Charm, quiet, close to beach and boat launch.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Old Florida Charm, in a newly renovated and comfortably appointed cottage, steps from Manasota Beach, and Lemon Bay. It ...
From $158 per night (USD)VRBO
- Click For Pricing
Expedia
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
Click For PricingExpedia
- From $200 per night (USD)
VRBO
Sea Turtle- Full Sized living at our Tiny House park - Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is our beachy park model home and recently renovated. If you think a Tiny House might be a little too small but lov ...
From $200 per night (USD)VRBO
- From $841 per night (USD)
Expedia
Villa Margarita | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa Margarita, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning prope ...
From $841 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Newly Refurnished Tropical Townhouse - Watch Dolphin in the Bay, Fish from the Docks! Unit B62
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Newly Refurnished Tropical Townhouse at Bay Oaks - Enjoy the large waterfront BBQ/Picnic area and fishing piers on the b ...
From $394 per night (USD)VRBO
- From $585 per night (USD)
Expedia
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on t ...
From $585 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Relax at Cozy Cove on the Quiet End of Siesta Key. Boat Dock, Large Pool, Short walk to Turtle Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront on Blind Pass Lagoon in Siesta Key - Quiet, Peaceful & Relaxing - Free Boat Dock, Large Pool. Gorgeous water ...
From $444 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Ground Floor at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay, Fish from the Pier! Nicely furnished ground floor ...
From $342 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Relax in our PRIVATE Pool at Water View Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed, 2 bath residence located in a quiet neighborhood of South Venice was newly remodeled and designer furnished ...
From $231 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End o ...
From $528 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Horizons West Unit #206 - Great View - Great Beach on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very Nice, updated unit in the hi-rise. It has 2 bedrooms, 2 baths, washer/dryer and the view of the Gulf of Mexico is ...
From $646 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...
From $560 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Horizons West Unit #503 - Crescent Beach View - Spectacular!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This a beautifully maintained high-rise apartment with a breathtaking view of the Gulf of Mexico and is rarely available ...
From $646 per night (USD)VRBO
- From $622 per night (USD)
Expedia
Horizons West #702 - Wowsome View of Crescent Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Glitzy Furnishings on the #1 Beach on Siesta Key! Completely renovated 2 bedroom 2 bath unit with a spectacul ...
From $622 per night (USD)Expedia
- From $501 per night (USD)
VRBO
Horizons West #705 - Gulf of Mexico View - Crescent Beach-Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fully tiled 2 bedroom 2 bath unit has a great view of the Gulf of Mexico. There is a king bed in the master bedroom an ...
From $501 per night (USD)VRBO
- From $646 per night (USD)
Expedia
Horizons West Unit #207 - Siesta Key Beach Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully updated in 2018 this two bedroom, two bath High-Rise unit overlooks the Gulf of Mexico. Freshly painted thro ...
From $646 per night (USD)Expedia
- From $560 per night (USD)
VRBO
Horizons West Villa B-4 - Close to the White Sands of Crescent Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Bright and pleasant, the B-4 Villa at Horizons West invites you to live the Gulf Coast lifestyle famously known on Siest ...
From $560 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Horizons West Villa B-5 - Great Unit on a Great Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful updated beach side villa. It has a Queen bed in the master, two twins in the guest room and a sofa sleeper fo ...
From $560 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Horizons West Villa B-3 - Steps from Beautiful Crescent Beach White Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a 2 bedroom , 2 bath gulfside villa. The unit has a king bed in the master bedroom, 2 twins in the guest room ...
From $433 per night (USD)VRBO
- From $646 per night (USD)
Expedia
Horizons West Unit #504 - Awesome View and Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This lovelyl 2 bedroom 2 bath hi-rise unit is beautifully maintained. Popular, updated with a king bed in the master be ...
From $646 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Horizons West #605 - Panoramic View on the #1 Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This gorgeous beachfront unit is front and center with breathtaking, unobstructed gulf views. Enjoy incredible sunsets ...
From $414 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Horizons West Unit #406 - Best View - Best Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful upgraded 2 bedroom, 2 bath unit. Centrally located in the hi-rise, it has the best view of the Gulf of Mexico ...
From $386 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Horizons West Villa F-9 - Lovey view of the Intracoastal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated 2 bedroom, 2 bath bayside villa is just steps from our bayside park. One of the few units with a s ...
From $470 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Horizons West Villa D-1 - Closest Villa to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This recently remodeled 2 bedroom, 2 bath gulfside villa is the closest villa to the beach! The state-of-the-art kitchen ...
From $334 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Horizons West Villa A-5 - Steps Away from #1 Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is a beautiful 2 bedroom 2 bath gulfside villa. Well equipped, comes with a washer/dryer, high-speed Internet acce ...
From $334 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Horizons West #905 - Penthouse Unit with Panoramic Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Very spacious 2 bedroom 2 bath hi-rise apartment with a spectacular view of the Gulf of Mexico. There are 2 queen beds ...
From $496 per night (USD)Expedia
- From $654 per night (USD)
VRBO
Horizons West #701 - Incomparable View - Siesta Key \/ Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Large 2 bedroom 2 bath corner unit. Has a spectacular view! Newer kitchen, newer leather living room sofas and updated ...
From $654 per night (USD)VRBO
- Click For Pricing
Expedia
Horizons West Villa A-11 - on Siesta Key's #1 Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled / redecorated two bedroom, two bath gulfside villa. The unit has a spacious open floor plan and kitche ...
Click For PricingExpedia
- From $532 per night (USD)
VRBO
Horizons West Villa E-10 - Bayside Beauty!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Lovely villa with a view of the Intracoastal Waterway. This 2 bedroom, 2 bath unit has a King Bed in the master bedroom ...
From $532 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Horizons West #104 - Fully Equiped Condo with a view of America's Best Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 104 is very nice ...
From $353 per night (USD)Expedia
- From $522 per night (USD)
VRBO
Horizons West Unit 108 - Great Gulf View on #1 Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This unit has an open floorplan that offers a spectacular Gulf of Mexico view. The unit will accommodate 3 people, is e ...
From $522 per night (USD)VRBO
- From $646 per night (USD)
Expedia
Horizons West #203 - Great Beach \/ Gulf View - on #1 Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are sure you will enjoy this 2 bedroom, 2 bath hi-rise unit that has a king-sized bed in the master bedroom and 2 twi ...
From $646 per night (USD)Expedia
- From $102 per night (USD)
VRBO
The Forever Beach Cottage Studio Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...
From $102 per night (USD)VRBO
- From $444 per night (USD)
Expedia
NEW !! Sarasota House w HEATED Pool 3-4 bed\/3 bath
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Sarasota Pool home near beaches, shopping, dining and more!! With beds for up to 10 guests and 3 full baths you can re ...
From $444 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Tropical Siesta Key Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Terrific Tropical Townhouse at Bay Oaks - Fish from the Pier, Watch Dolphin in the Bay Waters! You are sure to apprecia ...
From $309 per night (USD)VRBO
- From $82 per night (USD)
Expedia
Private Efficiency in Sarasota-1BR, Pet-Friendly,Patio,Close to Beaches, 2People
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Efficiency: 1 Bedroom, 1 Queen Bed, 1 Bath with Shower, Fully Equipped Kitchen, High-Speed Internet, SmartTV, Refri ...
From $82 per night (USD)Expedia
- From $200 per night (USD)
VRBO
3 Bedroom Gorgeous Condo, 2nd floor in Village Brooke, Swimming Pool, Tennis, Desk for remote work!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
New listing in Village Brooks! Beautifully remodeled villa with a complex that includes 2 heated swimming pools, tennis ...
From $200 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Mimosa Memories
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Kick back and relax in this calm, stylish space. You will love this open, airy, and bright living space located in South ...
From $214 per night (USD)Expedia
- From $975 per night (USD)
VRBO
Stunning Siesta Key,, . 50% OFF RATES, HEATED POOL, Book now HURRICANE SAFE
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all ...
From $975 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Walk 6 Minutes to Crescent Beach, Walk to Cafes, Ready to Book!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Pineapple Cove is a charming one-bedroom, one-bath condo located on the vibrant south end of Siesta Key, just a short si ...
From $287 per night (USD)Expedia
- From $162 per night (USD)
VRBO
50 feet from Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wonderful and clean one bedroom condo on the second floor overlooking Lido beach. Just cross the street and you are on t ...
From $162 per night (USD)VRBO
- Click For Pricing
Expedia
NEW UPDATES & PHOTOS <Heated pool\/spa <ONE mile Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We absolutely loved this house ... The pool was perfect, the house was perfect and the location was ideal! - Lin ...
Click For PricingExpedia
- From $1989 per night (USD)
VRBO
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...
From $1989 per night (USD)VRBO
- From $310 per night (USD)
Expedia
in Longboat Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $310 per night (USD)Expedia
- From $235 per night (USD)
VRBO
2 bed, 2 bath, 1365 sqft, remodeled condo with Gulf view (walk to beach 1 min)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1,365 sqft (about 1650 sqft counting enclosed lanai area) condo (minimum 1 month). KIng in Master Bed, 2-twin in guest ...
From $235 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Historic & Lovely ❤ Walk to the Beach or Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
How far from the Beach? 150 steps or barely a 2 minute walk and you're on the Beach! Short walk to Siesta Village. Welco ...
From $268 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just what you have been looking for....Our condo has it all! Our unit is centrally located in the middle of 14 acres of ...
From $255 per night (USD)VRBO
- Click For Pricing
Expedia
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Sea horse villa is perfect for a couple or single traveler. ...
Click For PricingExpedia
- From $311 per night (USD)
VRBO
Amazing Beach Views, high floor-Steps to SK Beach. Romantic-Cozy-Quiet-Clean\n\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
HERE'S THE REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Beach Dream Vacation. 1. Unbe ...
From $311 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Steps to the ⭐ Beach, Short Walk to the Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
How far from the Beach? 150 steps or barely a 2 minute walk and you're on the Beach! Short walk to Siesta Village loa ...
From $324 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Venice Villas * Villa Laguna #28
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located within the Villa Laguna area of the Venice Villas community is this 1-bedroom villa that is just a 2-minute walk ...
From $227 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Venice Villas * Villa San Marco #32
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located within the Villa San Marco area of the Venice Villas community is this 1-bedroom villa that is just a 2-minute w ...
From $228 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Fisherman's Cove B102 - The Kingston - Gulf Beach front steps from Lania
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rent ...
From $273 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of S ...
From $528 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...
From $203 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Sunset Chateau - Gulf Front Living at it's Finest! Beautifully Updated Ground Floor at Gulf & Bay Cl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Chateau - Beautifully Updated Ground Floor Condo at the Desirable Gulf & Bay Club. Gulf Front Living at it's Fine ...
From $274 per night (USD)Expedia
- From $315 per night (USD)
VRBO
End Unit, 3rd Floor | Walk to Beach | Heated Pool | Updated Condo | Ready to book!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Hurricane update: the carport was damaged. Pool is open. Units did great and did not have any damage. Fabulous 3rd floo ...
From $315 per night (USD)VRBO
- From $102 per night (USD)
Expedia
location, location Dream Vacation on Beautiful Venice Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Venice Dream Vacation: Location, Location : Adorable 2/1condo. 1st floor, view of pool, located 2 blocks from Beauti ...
From $102 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Downtown Sarasota House By Siesta Key and Golfing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Downtown Sarasota House is 1 bedroom, 1 bathroom unit conveniently located near Siesta Dr that takes you all the way to ...
From $268 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Tropical Sarasota Condo < 1 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plan your next Florida getaway to Sarasota, where you’ll find sandy shores, lush golf courses, and this beautiful 2-bed, ...
From $321 per night (USD)Expedia
- Click For Pricing
VRBO
AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A piece of heaven awaits you in Sarasota! Perfect for couples (with baby or toddler), solo adventurers and business tra ...
Click For PricingVRBO
- From $832 per night (USD)
Expedia
2 Bedroom Beachfront Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...
From $832 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Beachfront Luxury Renovated Condo On the Gulf - March 2025 Monthly Special!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Look no further, you have found your Luxurious Penthouse Condo Rental at 705N in Crescent Arms! Located directly on the ...
From $565 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $273 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $269 per night (USD)VRBO
- From $230 per night (USD)
Expedia
2bedroom 2 bath home with great amenities and location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The best amenities in Florida 2 Heated pools ,Hot Tubs Gym, put put golf This home comes with full kitchen weber gr ...
From $230 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Horizons West #A-1 on Siesta Key 2 Bedroom Villa Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Horizons West 2 bedroom, 2 bath villa A-1 is just steps from the beach. It has a updated kitchen (with stainless steel ...
From $350 per night (USD)VRBO
- From $615 per night (USD)
Expedia
Siesta Key Horizons West #307 - 2 Bedroom Unit with a View of the Gulf of...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Horizons West unit 307 is a lovely 2 bedroom, 2 bath unit with a fantastic Gulf view. There is a king-size bed in the m ...
From $615 per night (USD)Expedia
- From $585 per night (USD)
VRBO
BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on t ...
From $585 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This nicely appointed beach villa is one of the very closest to Horizons West’s spectacular amenities.... just steps to ...
From $476 per night (USD)Expedia
- From $494 per night (USD)
VRBO
Horizons West #111 on Siesta Key is a 1 Bedroom Unit with a View of the Gulf...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Unit 111 is an oversized 1 bedroom hi-rise, beachfront unit in Horizon West, Siesta Key Florida. Recently updated open- ...
From $494 per night (USD)VRBO
- From $532 per night (USD)
Expedia
Horizons West #E-7 is a Siesta Key 2 Bedroom Bayside Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Horizons West Villa E-7 is located on the Bay-Side of Midnight Pass Road. The unit is a very nice, well equipped 2 bedr ...
From $532 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Horizons West #A-6 Siesta Key 2 Bedroom Villa Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Horizons West unit A-6 is an updated 2 bedroom, 2 bath gulfside villa and is convenient to both pools and the beach. It ...
From $342 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Horizons West #110 on Siesta Key - 1 Bedroom Unit with a View of the Gulf of...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Horizons West Unit 110 has a beautiful Gulf view. It is a lovely, newly remodeled one bedroom with a king bed. New appli ...
From $522 per night (USD)Expedia
- From $809 per night (USD)
VRBO
Siesta Key 4 Bedroom Palm Island Canal Home, Heated Splash Pool Soaking Tub, 7 min Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This upscale Spanish Mediterranean-style home on Siesta Key is perfect for those seeking a luxurious and serene getaway. ...
From $809 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Horizons West #A-10 on Siesta Key 2 Bedroom Villa Beachside at Horizons West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Horizons West villa A-10 is an open concept 2 bedroom, 2 bath gulfside villa, has been beautifully updated throughout an ...
From $560 per night (USD)Expedia
- From $673 per night (USD)
VRBO
Horizons West #201 on Siesta Key - 3 Bedroom Unit with a View of the Gulf of...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A stunning view of the Siesta Key beachfront, pool, and palm trees greets you as you open the front door to Unit 201. ...
From $673 per night (USD)VRBO
- Click For Pricing
Expedia
QUIET RELAXING HOME IN SARASOTA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your stay in Sarasota couldn't get any better when you settle into this 3-bedroom, 2-bathroom vacation rental house. Boa ...
Click For PricingExpedia
- From $239 per night (USD)
VRBO
PARADISE MEETS PRIVACY WITH AMAZING WATER VIEW & HEATED POOL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in the West Villages, one of the best master-planned communities in the country, this nearly new build in Gran ...
From $239 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Best Location! Right next to St Armands Circle and Lido Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Location Location Location. This is the best location in the entire area. Short walking distance to both St. Armands ...
From $193 per night (USD)Expedia
- Click For Pricing
VRBO
Nice Retreat - Professionally Decorated & renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Vibrant, active 55+ gated community (not an RV Park). Pet-friendly mfg. home in central Sarasota - minutes from bike tra ...
Click For PricingVRBO
- From $470 per night (USD)
VRBO
Fisherman's Cove B306 - Spectacular view of Beach and Gulf from top floor unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rent ...
From $470 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Grand accomdation on USA #1 Beach-Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two master suite condo on the island of Siesta Key with unparalleled beautiful views on the fifth floor! This lovely ...
From $288 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Beach Access, Heated Pool, Boat Docks, and MORE for the perfect beach getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibra ...
From $444 per night (USD)Expedia
- From $556 per night (USD)
VRBO
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $556 per night (USD)VRBO
- From $103 per night (USD)
Expedia
2\/2 Vaulted Ceiling 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate lanais ...
From $103 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Siesta Key- 2 Bed\/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -\"GULL\"
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
"Gull" villa at Barefoot Bungalows is a 2 bedroom /1 full bath villa, spacious living area, fully furnished, located ...
From $387 per night (USD)VRBO
- From $278 per night (USD)
Expedia
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are Thankful Our condo and our beautiful beach did not have damage from recent storms. New UV Germicidal light added ...
From $278 per night (USD)Expedia
- From $109 per night (USD)
VRBO
Cozy nest for snowbirds!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come stay at our unit in Royal Coachman Resort. We are just a five or so minute drive to Nokomis beach and near Venice, ...
From $109 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Sarasota Villa w\/ Pool Access ~ 4 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Sun, sand, and beach fun await at this Sarasota vacation rental! Located in the Pinetree-Village Des Pins neighborhood, ...
From $188 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Displaced due to storm? Need a temporary home? Need vacation? Work from home?
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Spacious, cozy home with a screen back porch that is great for sunning, dinner at sunset or looking at the stars. The ma ...
From $151 per night (USD)VRBO
- Click For Pricing
Expedia
Bay Isle Bliss | Pet Friendly 🐶 w\/ Private Pool, Spa, Putting Green and Walk to Shell Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bay Isle Bliss, a luxurious 3 bedroom, 2 bathroom vacation home that offers a serene retreat from the hustle ...
Click For PricingExpedia
- From $329 per night (USD)
VRBO
Price Reduced for Last-Minute 2 Week Christmas Stay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Condo in a Great Location at Excelsior Beach to Bay. Private Beach, 2 Pools, 2 Jaccuzi, Fishing Deck & More! S ...
From $329 per night (USD)VRBO
- From $737 per night (USD)
Expedia
Gorgeous 3\/3 pool home on water Lido Key!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a priva ...
From $737 per night (USD)Expedia