Sarasota Rentals
From $562 per night (USD)VRBO
The Blessing House - Htd Pool & Spa, Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, ...
From $562 per night (USD)VRBO
Click For PricingExpedia
Heart of Downtown - minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Located in the heart of downtown Sarasota. 1350 Main Residential Condo is walking distance from Marina Jacks, Bayfront P ...
Click For PricingExpedia
Click For PricingVRBO
Guest Suite for Beach & Dog Lovers-Best Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Quiet & clean in-law suite w/ private entrance devoted to dog lovers, beach goers, or anyone looking fo ...
Click For PricingVRBO
From $526 per night (USD)Expedia
Dreamy Bay Apartment | Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This amazing 2+1 suite is one of 4 (booked alone or together) has all the amenities needed for the perfect Sarasota expe ...
From $526 per night (USD)Expedia
From $260 per night (USD)VRBO
Stylish 3-bedroom bungalow 8 blocks from downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block fro ...
From $260 per night (USD)VRBO
From $575 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $575 per night (USD)VRBO
From $435 per night (USD)VRBO
Completely remodeled four bedroom home in Sarasota, Fl. 100 yards to the ocean!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Sarasota home (4 bedroom & 3.5 bath) close to everything great about Sarasota. Walk to the ocean for gorgeous ...
From $435 per night (USD)VRBO
From $135 per night (USD)Expedia
Downtown Sarasota House3BR with Playground, Pet-Friendly, LidoBeach,SiestaKey-5m
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to our cozy downtown place in Sarasota! Our house is perfectly located just steps away from downtown, offering q ...
From $135 per night (USD)Expedia
From $524 per night (USD)VRBO
Bahama Breeze | Private Pool w\/ Patio + Outdoor TV!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes awa ...
From $524 per night (USD)VRBO
From $407 per night (USD)Expedia
High speed Internet, Downtown, Beach Items & MORE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the Historic Cocoanut District, this neighborhood is diverse with an exciting vibe. Downtown Sarasota is wa ...
From $407 per night (USD)Expedia
From $194 per night (USD)VRBO
Orchid House 5 minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
5 minutes to Lido Keys, 7 minutes to Siesta Keys, 5 minutes to Downtown Sarasota, 2 minutes to Bayfront Park, 5 minut ...
From $194 per night (USD)VRBO
From $406 per night (USD)Expedia
Casa Pineapple
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A 1 bedroom, 1 bath cottage that comfortably sleeps 2 guests. Conveniently located in central Sarasota, in the quaint Am ...
From $406 per night (USD)Expedia
From $335 per night (USD)VRBO
✬Near Beaches✬Laurel Park✬Full Kitchen✬FastWifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $335 per night (USD)VRBO
From $253 per night (USD)Expedia
Afterdune Delight | PET-FRIENDLY w\/ Backyard + Lanai
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
BNB Breeze Presents: Afterdune Delight! Experience your dream, PET-FRIENDLY home in the heart of sunny Sarasota! Located ...
From $253 per night (USD)Expedia
From $1663 per night (USD)VRBO
Sarasota Renovated Waterfront Home with Dock on Wide Open Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You won't find another rental like this immaculate, Sarasota waterfront home with a heated in-ground pool on the wide op ...
From $1663 per night (USD)VRBO
From $136 per night (USD)VRBO
Downtown Sarasota duplex unit - pet friendly with off-street parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
My vacation home is your new vacation home! Great Location in the Laurel Park section of Historic Downtown Sarasota! Sho ...
From $136 per night (USD)VRBO
From $432 per night (USD)VRBO
Hyde Park Villa w\/ Saltwater Pool + Fire Place!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Hyde Park Villa! This charming and stylish 3-bedroom home is nestled in the heart of beautiful Sara ...
From $432 per night (USD)VRBO
From $241 per night (USD)VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LONG-TERM RENTAL OPPORTUNITIES THROUGH THE END OF DECEMBER 2023. WE BOOK BY CALENDAR MONTHS. Occasional exceptions are m ...
From $241 per night (USD)VRBO
From $467 per night (USD)VRBO
Enjoy Summer in Sarasota!- Just minutes to Siesta Key + King Bed + Sleeps 8!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Casa Amarela Getaway in the heart of Sarasota, Florida – the Sunshine State! As avid vacationeers ourse ...
From $467 per night (USD)VRBO
From $269 per night (USD)VRBO
Beautiful Sarasota!! Aaah!!-Relaxation,Joy,Peace & Fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Along with an outdoor pool, this smoke-free hotel has a snack bar/deli and coffee/tea in a common area. Free on-the-go b ...
From $269 per night (USD)VRBO
From $672 per night (USD)VRBO
Stunning home near Siesta & DT w\/heated pool, hot tub, fire pit, playland & more
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to The Palmieri - the ideal Sarasota family vacation destination! Minutes from DT, Siesta & Lido beach, our beau ...
From $672 per night (USD)VRBO
From $227 per night (USD)VRBO
Single Family Home. Not far from beaches.<br><br>Also listed on Airbnb 5 star
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a relaxing experience at this centrally-located home in Sarasota. Less than 10miles from the #1 beach in the US, S ...
From $227 per night (USD)VRBO
From $274 per night (USD)VRBO
Lovely 2 BR Condo in Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom, 2 full bath condo in prime location - very close to beaches and downtown Sarasota. Fully updated, newly furni ...
From $274 per night (USD)VRBO
From $772 per night (USD)Expedia
Sarasota's Gem | Private Pool, Spa + Deck w\/ Fire!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Sarasota's Gem! Experience this stunning beach home in the heart of Sarasota! Located just 15 minut ...
From $772 per night (USD)Expedia
From $451 per night (USD)VRBO
Moroccan Bungalow | Design Home w\/ Saltwater Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal ...
From $451 per night (USD)VRBO
From $859 per night (USD)Expedia
Bearded Oaks | Oasis w\/ Private Pool + HOT TUB!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
BNB Breeze Presents: Bearded Oaks! This captivating 2,600 sq. ft vacation home is located in the heart of Sarasota, just ...
From $859 per night (USD)Expedia
From $651 per night (USD)VRBO
Sandy Feet Retreat | Private Pool, Pergola + Ping Pong!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Sandy Feet Retreat! Experience this entertaining and inviting home in the heart of Sarasota, Flori ...
From $651 per night (USD)VRBO
From $150 per night (USD)VRBO
Stoneybrook Golf Course Condo - 18th Fairway View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THIS PROPERTY IS MORE SUITABLE FOR COUPLES WHO PREFER A LONGER TERM STAY. This gorgeous, beautifully furnished, spaciou ...
From $150 per night (USD)VRBO
From $347 per night (USD)VRBO
The Airy Bungalow | Outdoor Oasis w\/ Private Pool + Outdoor Kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
BNB Breeze Presents: The Airy Bungalow! Experience our newly-enhanced retreat, located in the heart of Sarasota, just 1 ...
From $347 per night (USD)VRBO
From $705 per night (USD)Expedia
Sea Esta | Private Saltwater POOL + Putting Green!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Sea Esta! Experience this stunning, newly-renovated home in the heart of Sarasota, located just 10 ...
From $705 per night (USD)Expedia
From $163 per night (USD)VRBO
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $163 per night (USD)VRBO
From $186 per night (USD)Expedia
Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...
From $186 per night (USD)Expedia
From $223 per night (USD)VRBO
Pre furnished 3 bed 2 bath house nearby the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $223 per night (USD)VRBO
From $358 per night (USD)Expedia
Beautiful home with huge backyard close to siesta key beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Great open space with 2 master bedrooms, a bedroom with a triple bunk, and one loft bedroom. A dedicated office/work spa ...
From $358 per night (USD)Expedia
From $139 per night (USD)VRBO
Lido Beach Ocean View\/POOL Sarasota Beachfront OFF SEASON RATES
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $139 per night (USD)VRBO
From $463 per night (USD)Expedia
12+ guest, King beds, Golf Course views in backyard, Family Hotspot, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This newly furnished home is in the perfect location for your next family vacation. It's located in a quite neighborhood ...
From $463 per night (USD)Expedia
From $731 per night (USD)VRBO
🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Lido Key is located off the coast of downtown Sarasota and directly across the cascading Ringing Causeway. Sarasota's no ...
From $731 per night (USD)VRBO
From $1502 per night (USD)Expedia
Casa Tranquila - Private Patios, Beach, Village, 100 steps to Best Views on Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This is Casa Tranquila, a Gertrude Rentals property steps to the Siesta Key Beach and Village! Leave the car behind at t ...
From $1502 per night (USD)Expedia
From $131 per night (USD)VRBO
Lido Beach Corner of Beach and St. Armand Circle B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)VRBO
From $150 per night (USD)Expedia
Beautiful newly renovated Condo across the street from Lido beach - Just listed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2 bedroom condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/hot tub on- ...
From $150 per night (USD)Expedia
From $242 per night (USD)VRBO
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $242 per night (USD)VRBO
From $179 per night (USD)Expedia
Near Siesta Key - single story pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ready to rent after Hurricane Milton. Newly renovated home in Sarasota. All new ceramic floors with new kitchen includin ...
From $179 per night (USD)Expedia
From $313 per night (USD)VRBO
Lanai, Lake & Sunset Views: Home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
2,000 Sq Ft | Furnished Patio | 4 Mi to Red Bug Slough Preserve Nestled in a tranquil community, this 3-bed, 2-bath hom ...
From $313 per night (USD)VRBO
From $524 per night (USD)Expedia
Modern near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $524 per night (USD)Expedia
From $311 per night (USD)VRBO
HURRICANE UPDATE! 2 BR, BEACHY SPEAKEASY, by LIDO BEACH, in ST ARMAND'S CIRLCE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
*St Armand's Circle is open to the public and we are repairing some flood damage to the lower downstairs hallway to the ...
From $311 per night (USD)VRBO
From $229 per night (USD)Expedia
Across from Lido Beach Pavillon, 1 BR, 1 BA w\/pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $229 per night (USD)Expedia
From $2186 per night (USD)VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2186 per night (USD)VRBO
From $414 per night (USD)Expedia
0.3 Miles Lido Beach, Walk to Armand's Circle | Unaffected by Hurricanes, Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $414 per night (USD)Expedia
From $426 per night (USD)VRBO
Walk to Lido Beach\/Armand's Cir, Near Lido Pool | Unaffected by Hurricane, Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When searching for a vacation getaway, one thing that's really important is LOCATION. Done! Walk out your door, turn r ...
From $426 per night (USD)VRBO
From $233 per night (USD)Expedia
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)Expedia
From $605 per night (USD)VRBO
Siesta Key Oasis with a pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $605 per night (USD)VRBO
Click For PricingExpedia
Single-Level Home near the Bay with Large Yard, Central AC, WiFi & Washer\/Dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
By the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For PricingExpedia
From $549 per night (USD)VRBO
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 $549 per night (USD)VRBO
From $670 per night (USD)Expedia
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 4
- 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 $670 per night (USD)Expedia
From $2601 per night (USD)VRBO
Enjoy Rooftop Views, Pool Fun, & Bikes 5 Mins from Lido Beach - Smooth Sailing
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 VR23-00022 Minimum stay duration of 7 days/nights Welco ...
From $2601 per night (USD)VRBO
From $505 per night (USD)Expedia
7 Minute Walk to Lido beach, beautiful condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location Location Location….You have heard it but we have got it! This Villa is located on Lido Key across street from ...
From $505 per night (USD)Expedia
From $476 per night (USD)VRBO
2Bd2 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. Sparkling Florida Bea ...
From $476 per night (USD)VRBO
From $154 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 $154 per night (USD)Expedia
From $342 per night (USD)VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $342 per night (USD)VRBO
From $483 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 $483 per night (USD)Expedia
Click For PricingVRBO
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For PricingVRBO
From $477 per night (USD)Expedia
Wi-Fi, Cable, Grill, Outdoor Area, 1.4 miles\/5 min to Powel Crosley Estate, near downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom – One King bed with TV and en-suite bathroom. Second bedr ...
From $477 per night (USD)Expedia
From $274 per night (USD)VRBO
Private Villa steps to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful private villa located across the street from Lido Beach and a 10 minute walk to St. Armands Circle. Villa has ...
From $274 per night (USD)VRBO
From $852 per night (USD)VRBO
Tranquil St. Armand's Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is a fabulous 4 bedroom 3 bath home with a light and bright open floor plan. You will enjoy the new kitchen with gr ...
From $852 per night (USD)VRBO
From $354 per night (USD)VRBO
Heated Pool ❤ Home- Close to Beaches, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $354 per night (USD)VRBO
From $104 per night (USD)Expedia
Peaceful 1bed\/1bath Condo Golf & Lake views in the Meadows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a nicely furnished 676 sqft, 1 bedroom, 1 bathroom, on the golf, with a great view on the course and a pond. A ...
From $104 per night (USD)Expedia
From $376 per night (USD)VRBO
Luxurious Outdoor Oasis - Spectacular Courtyard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Book your vacation knowing that a one-of-a-kind experience awaits you. This home is well-equipped for travelers of all ...
From $376 per night (USD)VRBO
Click For PricingExpedia
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 $179 per night (USD)VRBO
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 $179 per night (USD)VRBO
From $525 per night (USD)Expedia
Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Looking for the perfect spot to escape to with family and friends? Envision a place where your most difficult decision i ...
From $525 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
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
From $222 per night (USD)VRBO
Downtown Sarasota Home By Siesta Key and Golfing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful remodeled apartment in a quiet neighborhood. 10min to Dwtn, 15min to Siesta & Lido Beach. Unit has 1 bedroom w ...
From $222 per night (USD)VRBO
From $1060 per night (USD)VRBO
St. Armand's Dream Home
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Lovely remodeled and refurbished 4 bedroom 5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfo ...
From $1060 per night (USD)VRBO
From $264 per night (USD)VRBO
“Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise in a single family home awaits you. Only 5 miles to Siesta Key Beach parking, Siesta Key Village (restaurants, ...
From $264 per night (USD)VRBO
From $1957 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 $1957 per night (USD)VRBO
From $770 per night (USD)VRBO
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 $770 per night (USD)VRBO
From $1058 per night (USD)Expedia
Stunning Siesta Key,, .close to Beach HEATED POOL MILTON BEACHES OPEN
- 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 $1058 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
From $106 per night (USD)Expedia
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 $106 per night (USD)Expedia
From $773 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 $773 per night (USD)VRBO
From $234 per night (USD)Expedia
Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make your stay in Sarasota memorable and experience our tropical oasis! This freshly remodeled private guest suite is p ...
From $234 per night (USD)Expedia
From $1224 per night (USD)VRBO
St. Armand's Canal-Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...
From $1224 per night (USD)VRBO
From $963 per night (USD)Expedia
Siesta Key Designer Home: *Pool, Gardens, Luxury*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...
From $963 per night (USD)Expedia
From $653 per night (USD)VRBO
Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $653 per night (USD)VRBO
From $2104 per night (USD)Expedia
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $2104 per night (USD)Expedia
From $593 per night (USD)VRBO
Beautiful West of The Trail Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $593 per night (USD)VRBO
From $443 per night (USD)Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $443 per night (USD)Expedia
From $468 per night (USD)VRBO
Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Villa Las Flores, a magnificent duplex retreat that can be rented out separately or combined with its sister ...
From $468 per night (USD)VRBO
From $472 per night (USD)Expedia
Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luna Nueva, a magnificent Siesta Key rental home that can be rented out separately or combined with its siste ...
From $472 per night (USD)Expedia
From $924 per night (USD)VRBO
Luna Flores | Pet Friendly Home in Sarasota w\/ 2 Private Heated Pools & Screened-In Porches
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to Luna Flores, a magnificent vacation rental duplex that combines the best of the units Luna Nueva and Villa La ...
From $924 per night (USD)VRBO
From $278 per night (USD)VRBO
Unaffected by Hurricane, Ready to Book! Walk to Lido Beach\/Armand Cir, Heated Pool\/spa, Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Hurricane Update: pool area is not available. Simply paradise! We're located in the highly desirable Kingston Arms comp ...
From $278 per night (USD)VRBO
From $175 per night (USD)VRBO
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 $175 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 $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
From $184 per night (USD)Expedia
Fairy-Tale Getaway Private Entry Near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space: Newly remodeled, spacious bedroom/bath with a private entrance. Luxuriate in a comfortable queen bed, ...
From $184 per night (USD)Expedia
From $362 per night (USD)VRBO
Sarasota Modern Home minutes to Siesta & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This modern home will be your ultimate vacation retreat. Three spacious bedrooms, office/den, two bathrooms and a modern ...
From $362 per night (USD)VRBO
From $240 per night (USD)Expedia
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
If you are looking for a quiet island beach community that offers alot to do then you've come to the right place. Thi ...
From $240 per night (USD)Expedia
From $792 per night (USD)VRBO
Inn on the Beach 3007 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this island getaway is located on the southern tip of Longboat Key with beautiful bea ...
From $792 per night (USD)VRBO
From $1271 per night (USD)Expedia
Luxury 2 bedroom Beachfront Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dini ...
From $1271 per night (USD)Expedia