Southgate Rentals
From $506 per night (USD)VRBO
Swim & Soak Retreat Near Siesta w\/ Master Suite | Heated Pool | Spa\/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*All post-hurricane repairs are complete, and all tree debris has been cleared. The property is back in perfect conditi ...
From $506 per night (USD)VRBO
From $198 per night (USD)Expedia
Cozy home at Arlington Park Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $198 per night (USD)Expedia
From $228 per night (USD)VRBO
Ingram House 2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of Sarasota, this home boasts 3 bedrooms and 2 bathrooms. Enjoy a peaceful get away from the crazin ...
From $228 per night (USD)VRBO
From $311 per night (USD)VRBO
Adorable Beach Bungalow with privacy yet 10 minutes to many events
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located i ...
From $311 per night (USD)VRBO
From $331 per night (USD)VRBO
Adorable house with private pool- 15min from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this classic Southgate Sarasota 3BR/2BA Remodeled Home, which features a refreshing pool, and is conveniently ...
From $331 per night (USD)VRBO
From $117 per night (USD)Expedia
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...
From $117 per night (USD)Expedia
From $304 per night (USD)VRBO
AquaGarden. Minutes to Lido Key\/Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Super cute and spacious home with beautiful waterfalls koi pond, located in the heart of Sarasota, convenient to everyth ...
From $304 per night (USD)VRBO
From $377 per night (USD)Expedia
Mid-century home with heated pool, minutes from Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our sunny mid century home in Arlington Park, Sarasota. Located less than six miles (10km) from Siesta Key, L ...
From $377 per night (USD)Expedia
From $337 per night (USD)VRBO
Modern Adobe Oasis~Heated Pool~Fresh Remodel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $337 per night (USD)VRBO
From $265 per night (USD)Expedia
New Retreat from a Premier Host
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This fully renovated, 2300sqft, 4 bedroom, 3 bathroom home is located in the highly sought after neighborhood of Arlingt ...
From $265 per night (USD)Expedia
From $79 per night (USD)VRBO
Private Studio with pool 4.8 mil. from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio with full Incredible kitchen, dishes, pans, stove and refrigerator. 4.8 miles from beaches. Pool and jacuzzi. Bot ...
From $79 per night (USD)VRBO
From $267 per night (USD)Expedia
House in Sarasota between Downtown & Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located 5 minutes from Sarasota Memorial Hospital between Downtown and Siesta Key Village. This house sleeps up to 6 pe ...
From $267 per night (USD)Expedia
From $383 per night (USD)VRBO
The Outside Oasis-1 mile to Siesta Key!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...
From $383 per night (USD)VRBO
From $232 per night (USD)Expedia
Minutes from downtown Sarasota and Gulf Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...
From $232 per night (USD)Expedia
From $347 per night (USD)VRBO
Casita Jacinto, 1926 historic home near Siesta Key - 0.4 miles to bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Casita Jacinto, a 1926 bungalow in a tropical oasis in the coveted “West of the Trail” location. This complet ...
From $347 per night (USD)VRBO
From $276 per night (USD)VRBO
Coastal modern POOL home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! This cozy home is tastefully decorated and has 3 bedrooms, all with queen beds, alo ...
From $276 per night (USD)VRBO
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Cozy Florida cottage- 2 miles to downtown Sarasota, 4 miles to siesta key beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy Florida cottage, located just 1 mile from historic downtown Sarasota's buzzing restaurant and shopping distric ...
Click For PricingVRBO
From $475 per night (USD)Expedia
Coastal Cottage | Outdoor Oasis w\/ Fire Pit + Grill!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish commu ...
From $475 per night (USD)Expedia
From $236 per night (USD)VRBO
Updated pet friendly 3bed\/2bath minutes from downtown and beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come Away with Us to Sunny Sarasota---Florida's secret paradise! Enjoy a private home away from home in our newly renova ...
From $236 per night (USD)VRBO
From $440 per night (USD)Expedia
Sarasota Vacation Rental Home w\/ Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in a quiet neighborhood just 2 miles from downtown, ‘The Little Mermaid’ is perfect for your next extended stay ...
From $440 per night (USD)Expedia
From $415 per night (USD)VRBO
An elevated beach getaway 6 miles from Siesta \/ 5mi Lido & right by downtown SRQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully modern house nestled in a tranquil Florida neighborhood just 5 minutes from Sarasota's quaint downtown. Clos ...
From $415 per night (USD)VRBO
From $1384 per night (USD)Expedia
New modern home with salt water heated pool located minutes from SiestaKey Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful, luxury brand new construction modern energy efficient home located 10 minutes from Siesta Key Beach in a quie ...
From $1384 per night (USD)Expedia
From $330 per night (USD)VRBO
Paradise Found! Private Heated Pool, Close to Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NEW! Private heated pool just in time for season! This home is new to guests but I have had 2 other successful listings ...
From $330 per night (USD)VRBO
From $219 per night (USD)VRBO
Fenced Backyard with Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private home, 3 bedroom 2 full baths. Suitable for 8 guests comfortably. Two bedrooms with Kings beds, third bedroom wit ...
From $219 per night (USD)VRBO
From $957 per night (USD)VRBO
Family Fun House near Siesta Key
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...
From $957 per night (USD)VRBO
From $194 per night (USD)Expedia
Cozy Sunshine Cottage in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy two bedroom cottage, situated on quiet street. Private fenced backyard is perfect for relaxing in the hammock or gr ...
From $194 per night (USD)Expedia
From $914 per night (USD)VRBO
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home ...
From $914 per night (USD)VRBO
From $438 per night (USD)Expedia
Paradise Palms | New Reno w\/ Saltwater Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Paradise Palms! Enjoy the nearby 5-star beaches and gorgeous downtown while staying at this pristin ...
From $438 per night (USD)Expedia
From $593 per night (USD)VRBO
Modern Organic King Beds Salt POOL\/SPA Dwtn Sarasota Retreat near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
What You'll Love: ✓ Modern and Organic design throughout with 2 workspace areas and high-speed WIFI. ✓ Peaceful la ...
From $593 per night (USD)VRBO
From $406 per night (USD)Expedia
Fully Renovated Mid Century Ranch minutes from Siesta Key and Downtown Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Completely renovated. Huge open floorplan perfect for entertaining with a chefs kitchen. Privacy fenced back yard comple ...
From $406 per night (USD)Expedia
From $265 per night (USD)VRBO
The Turtle Nest-Lanai w\/Hot Tub+5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"The Turtle Nest" is a renovated single family home with all new furniture. It is located in the heart of Sarasota and 5 ...
From $265 per night (USD)VRBO
From $256 per night (USD)Expedia
Charming Sarasota Vacation Home Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2 ...
From $256 per night (USD)Expedia
From $736 per night (USD)VRBO
Cozy Costal Cottage - Minutes to Attractions!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy an unforgettable getaway while we take care of all the details!! This unit comes complimentary with a private conc ...
From $736 per night (USD)VRBO
From $461 per night (USD)Expedia
NEW! A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $461 per night (USD)Expedia
From $330 per night (USD)VRBO
Lovely 3 bedroom first floor condo on golf course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Spend your winter in this rarely available three bedroom condo located just 7 miles from stunning #1 rated Sies ...
From $330 per night (USD)VRBO
From $880 per night (USD)VRBO
The Heart of Sarasota, 5 minutes to Downtown,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Location is everything! Come vacation in this gorgeous brand new modern Bohemian inspired home right in the heart of Sar ...
From $880 per night (USD)VRBO
From $403 per night (USD)VRBO
Spacious House Rental: 7 Miles to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Trade your snow boots for flip flops when you stay at this vacation rental in Sarasota, FL! With 4 bedrooms and 2 bathro ...
From $403 per night (USD)VRBO
From $350 per night (USD)VRBO
Minutes to Siesta Beach!! Gorgeous home with pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
“Siesta Key is 6 minutes to the north bridge and 8 minutes to the south bridge. Either way, Siesta Key is minutes from y ...
From $350 per night (USD)VRBO
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
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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 PricingExpedia
From $186 per night (USD)VRBO
Fantastic SIesta Key House with proximity to EVERYTHING
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The location on this rental is unmatched! Just West of the trail on the main drive out to Siesta Key, this house gives y ...
From $186 per night (USD)VRBO
From $447 per night (USD)Expedia
The Hideaway: 4\/2 w heated pool & Outdoor Spaces
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Jungle House! This family friendly and spacious home is here to serve the entire family on your visit to ...
From $447 per night (USD)Expedia
From $851 per night (USD)VRBO
Sarasota Paradise Pool Home Near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A tropical paradise with 4 bedrooms, 3 baths, a one-car garage, and a pool heater, the home is within Short driving dist ...
From $851 per night (USD)VRBO
From $559 per night (USD)Expedia
Updated home Sleeps 10! JUST 2 MINS to Sarasota Bay+ 8 MINS to SIESTA BEACH.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
An original Floridian charmer with an outdoor grill and lounge area! Boasting a fully equipped kitchen, lots of beach e ...
From $559 per night (USD)Expedia
From $154 per night (USD)VRBO
Sun Filled Sarasota Home With Office
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Restoration Hardware decorated two bedroom bungalow. 3rd room furnished for an office and/or additional guest bedroom w ...
From $154 per night (USD)VRBO
From $917 per night (USD)Expedia
5bdr newly remodeled house, heated pool & minutes to Siesta Key beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Newly remodeled, 1 story, no steps, heated pool house for your entire family! Fenced-in yard and dogs are. Screened-in p ...
From $917 per night (USD)Expedia
From $266 per night (USD)VRBO
Charming Sweet Daisy overlooking stunning new pool in awesome Southside Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish stay at this spacious, centrally located one king bedroom apartment overlooking the stunning new swimmin ...
From $266 per night (USD)VRBO
From $146 per night (USD)Expedia
Gardenia in Southside Village
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Keep it simple at this peaceful and centrally-located place in Southside Village, near Hillview and walking distance to ...
From $146 per night (USD)Expedia
From $144 per night (USD)VRBO
Sweet studio with Perfect blend of Southside Village lifestyle & pool pleasure!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Jasmin studio apartment, nestled in Southside Village, offers a delightful retreat with its charming features. This ...
From $144 per night (USD)VRBO
From $233 per night (USD)Expedia
Southside Village Comfy King Near Siesta Key beach with Heated Pool
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Relax in Sarasota SRQ at this comfortable spacious one bedroom apartment located in wonderful Southside Village. Easy wa ...
From $233 per night (USD)Expedia
From $95 per night (USD)VRBO
Cozy Condo at Village Brooks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rare find, fully furnished. This beautiful 3-bedroom + 2-bathroom, 1,739 sq ft home sits on a beautiful, half-FEN, fence ...
From $95 per night (USD)VRBO
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Modern coastal downtown home w\/saltwater pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Enjoy a fresh and clean experience at this centrally-located home. Minutes from downtown Sarasota. Get ...
Click For PricingExpedia
From $237 per night (USD)VRBO
Treasured Piece of history-Sarasota 1940s Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Special offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...
From $237 per night (USD)VRBO
From $639 per night (USD)Expedia
3817-3819 Villa Franca · 6 beds, 2 kitchens, laundry near the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our mid-century modern house, just minutes away from the stunning Siesta Key Beach! This beautifully designed ...
From $639 per night (USD)Expedia
From $373 per night (USD)VRBO
House on Hibiscus - New, Close to Beach and Everything Else. Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful, fully renovated, 3-bedroom, 2-bathroom home is located less than 2 miles to Siesta Key - home to #1 Beac ...
From $373 per night (USD)VRBO
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Suncoast Sunsets C.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very quiet place, private entrance, dead end street. Located near the beaches ( Siesta Key Beach, rated #1 in the USA, ...
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From $130 per night (USD)VRBO
Beachy 2BR\/2Bath - Centrally Located Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated 2 BR/2 BA in the heart of Sarasota. Turnkey Furnished, with all the amenities to enjoy your stay at Vill ...
From $130 per night (USD)VRBO
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Close to beach and downtown - large caged pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Close to everything (beach, downtown, Public, pharmacies, Memorial Hospital) with a solar heated pool in large caged-poo ...
Click For PricingExpedia
From $382 per night (USD)VRBO
Casa Tortuga - tropical getaway & central to many amenities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This quaint 3 bedroom, 2 bathroom home featuring a pullout sofa has everything you need to enjoy a relaxing and memorabl ...
From $382 per night (USD)VRBO
From $512 per night (USD)Expedia
Pool home with large yard, close to beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in this calm, stylish space. Newly remodeled, close to everything . Siesta Key beach is only 3 miles ...
From $512 per night (USD)Expedia
From $194 per night (USD)VRBO
Sunshine beautiful house 3bed\/2bath ,vacation rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome in our new renovated house with 3 bedrooms and 2 bathrooms located in central Sarasota with easy access to the S ...
From $194 per night (USD)VRBO
From $400 per night (USD)Expedia
New 3 bedroom, close to Siesta
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located home. What this place offers Kitchen Wif ...
From $400 per night (USD)Expedia
From $128 per night (USD)VRBO
Comfy studio in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio located in multi family house with nice & quiet tenants in nice neighborhoods .The Centrally located, 5 minutes f ...
From $128 per night (USD)VRBO
From $139 per night (USD)Expedia
Spacious studio with garage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The studio is in a central and convenient location. Five minutes drive to Sarasota memorial hospital, 10 minutes to Sies ...
From $139 per night (USD)Expedia
From $1663 per night (USD)VRBO
Bayfront Mansion
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Bay and sunset views. Large waterfront mansion with chef’s kitchen, pool and spa, outdoor fireplace and top of line spor ...
From $1663 per night (USD)VRBO
From $141 per night (USD)VRBO
Beautiful Two-bedroom, One-bathroom House in a perfect location, Sarasota, FL!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your private paradise! This beautiful house, part of a duplex, provides a private entrance and all the necess ...
From $141 per night (USD)VRBO
From $343 per night (USD)VRBO
FALL SPECIAL! Cheery Fenced Home Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NEW LISTING! Access everything Sarasota. Six miles to Lido Key Beach, 0.25 miles to downtown, 1 block to a 20 mile walk- ...
From $343 per night (USD)VRBO
From $282 per night (USD)Expedia
Beautiful Family Home in the Heart of Pinecraft!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this cozy, comfortable, brand-new home in the heart of Pinecraft, Sarasota's most popular place for northerne ...
From $282 per night (USD)Expedia
From $304 per night (USD)VRBO
Summer Beach Life! Central Sarasota! Sleeps 5!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Come enjoy lazy days relaxing in a tropical paradise just minutes from Siesta Key and downtown Sarasota! Feel the warm F ...
From $304 per night (USD)VRBO
From $363 per night (USD)Expedia
Discover of Sarasota-Relax & Unwind Beautiful Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine a stay at our spacious property, where joy and comfort meet in perfect harmony. Picture your entire family explo ...
From $363 per night (USD)Expedia
From $298 per night (USD)VRBO
Barefoot Bungalow -Private Heated Pool Home\/minutes from Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Bedroom- Two Full Bath- sleeps 8. Private pool home. Kick your shoes off, relax, and enjoy this peaceful centrall ...
From $298 per night (USD)VRBO
From $177 per night (USD)VRBO
Paradise Escape\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms, 2 Baths, Sleeps 6 with 3 beds and one sofa bed Located just two blocks away from the beach, take a 2 min dr ...
From $177 per night (USD)VRBO
From $851 per night (USD)VRBO
Paradise Home near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We have received numerous excellent reviews on another platform. Here are some of them: Our beautiful 4-bedroom, 3-bathr ...
From $851 per night (USD)VRBO
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Unique family-friendly\/pet-friendly pool home. Located in the heart of Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Make some memories at this unique and family-friendly place. This 1947 charmer, is perfectly located in the heart of Sar ...
Click For PricingExpedia
From $292 per night (USD)VRBO
House minutes from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
UPDATE: Pool finished! Beautiful fully updated house conveniently located just minutes away from downtown Sarasota, Sies ...
From $292 per night (USD)VRBO
From $240 per night (USD)Expedia
Cozy Cottage West of Trail. 10 Min to Siesta. Pet Friendly & Quiet Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our perfectly located cottage west of Tamiami Trail which is the perfect jumping-off point for any activity. Sies ...
From $240 per night (USD)Expedia
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Rest Easy In Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Only 3.5 miles to Siesta Key and close to beaches, marinas, bars, downtown, hospital, shopping and restaurants. Step int ...
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From $248 per night (USD)Expedia
Sweet home in the heart of Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Great place to stay in heart of Sarasota. Quiet neighborhood. Close to US famous Siesta Key beach. Minutes to restauran ...
From $248 per night (USD)Expedia
From $358 per night (USD)VRBO
Cozy Beach Bungalow - Minutes to Downtown Sarasota & Local Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Bungalow Comes with all you need to enjoy your time her in Sarasota! - Spacious Lanai - Fully Equipped Kitchen - Lo ...
From $358 per night (USD)VRBO
From $279 per night (USD)Expedia
Remodeled dreamy beach cottage 5 minutes to Siesta Key in lush tropical setting.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Stay in, what locals consider to be one of the most sought after areas of Sarasota -West Of The Trail. Loved for its abs ...
From $279 per night (USD)Expedia
From $360 per night (USD)VRBO
Convenient + Quiet + Relaxing \/ Close to Beaches + Close to Activities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Remodeled 1957 Florida bungalow with unique features and spaces inside and out. Great for relaxing, or connecting with f ...
From $360 per night (USD)VRBO
From $158 per night (USD)Expedia
Exceptional remodeled condo, 2 miles from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Escape to your remodeled 2-bedroom, 1-bathroom condo in Sarasota, Florida. 2 miles from Siesta Key, this haven offers mo ...
From $158 per night (USD)Expedia
From $266 per night (USD)VRBO
Oar'asis: A Mid-century Modern Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Locate your Sarasota vacation centrally in the middle of it all! Downtown Sarasota only 5 minutes away. Just 12 minutes ...
From $266 per night (USD)VRBO
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Coastal Pool Bungalow | 15 Mins to Famous Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Bamboo Bungalow, a top 10% Airbnb listing and guest favorite! Just a short drive from Sarasota’s bea ...
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From $707 per night (USD)VRBO
Sarasota2 Vacation Paradise!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spa ...
From $707 per night (USD)VRBO
From $454 per night (USD)Expedia
Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious beach home sitting on a freshwater lake, modern and newly renovated, including a new saltwater pool, located i ...
From $454 per night (USD)Expedia
From $635 per night (USD)VRBO
Mid-Century Oasis with Pool in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. Thi ...
From $635 per night (USD)VRBO
From $210 per night (USD)Expedia
Beach Bum Bungalow-Sarasota-10 min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...
From $210 per night (USD)Expedia
From $277 per night (USD)VRBO
Sunseeker Bungalow-Sarasota-10 min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...
From $277 per night (USD)VRBO
From $538 per night (USD)Expedia
Pet Friendly Tropical Villa, Heated Salt Pool&Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Have fun with the whole family and friends at this stylish place. Swim in the heated pool, sunbathe, watch movies, read ...
From $538 per night (USD)Expedia
From $595 per night (USD)VRBO
Bright and Open Designer Pool Home near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fabulously updated pool home is just 3 miles from Siesta Key & features a bright open floor plan, 3 separate bedroo ...
From $595 per night (USD)VRBO
From $480 per night (USD)Expedia
Beautiful Pool & Hot Tub in the Heart of Sarasota near Beaches\/Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This special place is close to everything, making it easy to plan your visit. PLEASE note parties are absolutely NOT all ...
From $480 per night (USD)Expedia
From $259 per night (USD)VRBO
Sunny Sarasota Home w\/ Private Yard & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your dream coastal retreat awaits at this stunning 3-bedroom, 2-bathroom vacation rental in Sarasota! Immerse yourself i ...
From $259 per night (USD)VRBO
From $262 per night (USD)Expedia
☀️ Adorable Family Home 🏡 Siesta Key, Lido, St. Armands & Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy our Bright Open Floor Plan centrally located to downtown Sarasota’s dining & shopping as well as a quick drive to ...
From $262 per night (USD)Expedia
From $394 per night (USD)VRBO
Located in Sarasota Springs. 15 mins to Siesta Key and 10 mins to downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Hidden Gem in Sarasota Springs has 3 bedrooms and 3 bathrooms and sleeps 6. Your family will be close to everything ...
From $394 per night (USD)VRBO
From $360 per night (USD)Expedia
Inviting dog-friendly home with yard, firepit, central AC, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Tuttle House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $360 per night (USD)Expedia
From $94 per night (USD)VRBO
The Secret In the Springs Hideaway, a luxury efficiency at the Legacy Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Anonymous quiet hideaway in the invisible, original Sarasota suburb from the 50's: "Sarasota Springs" which abuts the ...
From $94 per night (USD)VRBO
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Sarasota home 2B\/1B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming place, bright and cozy, perfect for your family retreat, entire home with a fully fenced backyard makes it an i ...
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From $367 per night (USD)VRBO
Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home sta ...
From $367 per night (USD)VRBO
From $184 per night (USD)Expedia
Pinecraft 1Br\/1B - Watch the Park, Walk to Restaurants, 15 Min drive to beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Two nights, two weeks or two months - this is the perfect getaway in the middle of Sarasota. Elegant and cozy 1 bedroom ...
From $184 per night (USD)Expedia