Sarasota Area Rentals
From $386 per night (USD)VRBO
Siesta Key Village-Suite #3: A Block to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $386 per night (USD)VRBO
From $878 per night (USD)VRBO
Private Heated Pool & Hot Tub | Near St. Armands | Close to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
**Welcome to your perfect vacation retreat!** This beautiful 4-bedroom, 3-bath home offers a light-filled, open-concept ...
From $878 per night (USD)VRBO
From $129 per night (USD)VRBO
Newly Remodeled! Directly Across from Beach ~ Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. T ...
From $129 per night (USD)VRBO
From $167 per night (USD)VRBO
Village Des Pins 2/2 Condo close to Siesta Key Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful vacation villa located in the popular Village Des Pins complex, only a short drive to Siesta Key Beach, voted ...
From $167 per night (USD)VRBO
From $377 per night (USD)VRBO
Private Beachfront on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise and convenience await you at this newly renovated, spacious 2 bedroom, 2 bath condo. This full furnished unit ...
From $377 per night (USD)VRBO
From $278 per night (USD)Expedia
A few steps from the beach with community pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy beach and pool days to the fullest at this two bedroom two bath updated vacation rental on Siesta Key. No need to ...
From $278 per night (USD)Expedia
From $288 per night (USD)VRBO
Pet-friendly condo a short walk from private beach & fishing dock on bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get your second wind at A Second Wind! Roomy, quiet and comfortable third-floor condo at beautiful Island Reef. Beach-to ...
From $288 per night (USD)VRBO
From $117 per night (USD)VRBO
Country Club Living close to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Fully Furnished and Totally Updated 2 bed with a den or 3 bed (currently set up as), 2 bath, 1414 sq ft condo with garag ...
From $117 per night (USD)VRBO
From $236 per night (USD)VRBO
Beachfront Venice Casa de Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Location! Location! Location! Beautiful Beachfront Condo conveniently located on the Private Venice Beach, 1.0 mile away ...
From $236 per night (USD)VRBO
From $201 per night (USD)Expedia
Sarasota Best Place, Siesta key only 7 ml, BBQ+, family friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
House being remodeled in 2020, New appliances, City Water! (sure not well funky egg smell!) Two New Air Conditioner unit ...
From $201 per night (USD)Expedia
From $355 per night (USD)VRBO
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated and Decorated Penthouse with ocean views. This 5th floor unit is located Two blocks from the famous MTV ...
From $355 per night (USD)VRBO
From $162 per night (USD)Expedia
Renovated Bahia Vista 2nd floor 2 bedroom garden condo with partial Gulf views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished beach side condo on Venice Island in the Bahia Vista community amongst the canopy of BaynanTrees, Palms ...
From $162 per night (USD)Expedia
From $140 per night (USD)VRBO
NEW REDUCED PRICES Pool Home in South Venice - Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable in Quiet Neighborhood. The open airy living room features comfortable furnishings, and fantastic floors. I ...
From $140 per night (USD)VRBO
From $183 per night (USD)VRBO
Emerald Palms Unit 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Updated cottage with beautiful Lemon Bay view. 2 bedroom, 2 bathroom with full kitchen. Enjoy amazing sunsets on the wat ...
From $183 per night (USD)VRBO
From $257 per night (USD)VRBO
Location, Location- Walk to Nokomis Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nokomis offers you beautiful beaches to enjoy with plenty of recreational areas to relax, have picnics or just watch th ...
From $257 per night (USD)VRBO
From $253 per night (USD)Expedia
Newly Renovated-Convenient 1st Floor- Palm Bay Club-Gulf Side Interior- 2BR/2BA With Washer/Dryer.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 121- ******Fully Remodeled Condo-New photos coming soon.****** 5 night minimum stay required. Convenient 1st Floor- ...
From $253 per night (USD)Expedia
From $364 per night (USD)VRBO
Heated Pool ❤ Home- Close to Beaches, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3/2 single-level Heated Pool home with almost 1600 sf of living space. Located in Southgate & close to everyt ...
From $364 per night (USD)VRBO
From $120 per night (USD)Expedia
Adorable1/1 - Walk to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sunny duplex apartment in one of the most desirable neighborhoods in Sarasota, just over the bridge from Siesta Key! Ope ...
From $120 per night (USD)Expedia
From $284 per night (USD)VRBO
Imagine living in luxury at the Magnificent Venetian Golf and River Club!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful appointed update home with 2-2 split plan overlooking a private lake. 15 min to 7 gulf beaches.. Incredible re ...
From $284 per night (USD)VRBO
From $414 per night (USD)Expedia
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This luxurious villa, built on a very private 3/4 acre lot, sits well back from the road. Mature oak and palm trees line ...
From $414 per night (USD)Expedia
From $190 per night (USD)VRBO
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. Th ...
From $190 per night (USD)VRBO
From $140 per night (USD)Expedia
Near Siesta Key beaches, Many resurants, malls of condo on Tamiani trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Apartment has washer dryer. Parking on grounds for tenants and guests . not public. Nice Gym near heated pool with Jac ...
From $140 per night (USD)Expedia
From $879 per night (USD)VRBO
2/2 Beachfront, VIEWS, Pool, Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Offered by Florida Vacation Connection Escape to your perfect island retreat on the southern tip of Longboat Key, where ...
From $879 per night (USD)VRBO
From $729 per night (USD)Expedia
Oceanfront home w/sunset views of Sarasota Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Convenientl ...
From $729 per night (USD)Expedia
From $267 per night (USD)VRBO
Near beach. Daily rentals. Villa 1, Pool. King bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
On Siesta Key, Villa 1 is a ground floor end unit. You have your own private entrance. With self check in key pad Featu ...
From $267 per night (USD)VRBO
From $409 per night (USD)Expedia
PARADISE ! 2 bedroom 2 bathroom with incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ's. ...
From $409 per night (USD)Expedia
From $477 per night (USD)VRBO
Super Clean | private beach |amenities | location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly fully luxuriously decorated beach Townhouse is just a few steps from the private white sandy US #1 rated Siesta Ke ...
From $477 per night (USD)VRBO
From $378 per night (USD)Expedia
Siesta Key Beach Resort Jamaica Royale
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The unit is a 2 bedroom, 2 bath with a King Posturpedic bed in the master bedroom, Second bedroom has a Queen bed .Eac ...
From $378 per night (USD)Expedia
From $977 per night (USD)VRBO
2/2 Beachfront, VIEWS, Pool, Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dini ...
From $977 per night (USD)VRBO
From $407 per night (USD)Expedia
Sarasota Modern Home minutes to Siesta & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
This modern home will be your ultimate vacation retreat. Three spacious bedrooms, office/den, two bathrooms and a modern ...
From $407 per night (USD)Expedia
From $278 per night (USD)VRBO
Condo #101 ** 20% Off rental rate August - Sept.- Oct**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**20% Off Rental Rate August Sept Oct. ** ** This unit offers reservations with a 4-night minimum from April/11/2026 thr ...
From $278 per night (USD)VRBO
From $273 per night (USD)Expedia
Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of ...
From $273 per night (USD)Expedia
From $218 per night (USD)VRBO
Great Siesta Key Location! Short Walk to the Beach, Shopping, Dining & More!. Vista Hermosa 312A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully updated condo at Vista Hermosa located on the quieter Southern end of Siesta Key. Just a short walk to the b ...
From $218 per night (USD)VRBO
From $631 per night (USD)VRBO
Longboat Key Waterfront: Private Heated Pool w/ Soaking End & Luxury Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Open January through April 2027** Looking for a 3 month tenant January through March Escape to paradise in this stun ...
From $631 per night (USD)VRBO
From $272 per night (USD)VRBO
Private Beach & Gulf-Front Pool Modern Free-Standing Villa at Crystal Sands
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Crystal Sands Villa! Experience the ultimate Siesta Key lifestyle in this stunning, freshly renovated fr ...
From $272 per night (USD)VRBO
From $286 per night (USD)Expedia
Specious and renovated 2 bed 2 bath house
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hello and thank you for visiting our listing of our freshly renovated house with brand new kitchen and new bathrooms! ...
From $286 per night (USD)Expedia
From $313 per night (USD)VRBO
Sparkling Rental Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming home has sparkling restored Terrazzo floors that lend a beautiful shine throughout this 3 bed/ 2 bath beac ...
From $313 per night (USD)VRBO
From $223 per night (USD)Expedia
Adorable two bedroom one bath condo walk to the beach and st Armand’s circle
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Be sure to check out our other properties 512091- Living the Dream on Lido I ***************************************** ...
From $223 per night (USD)Expedia
From $488 per night (USD)VRBO
Sunset Boulevard - Beachfront with Tiki hut
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious one bedroom one bath condo located directly on private Casey Key. Walk outside your door to the sand. Chill und ...
From $488 per night (USD)VRBO
From $319 per night (USD)Expedia
100 STEPS YOU'RE ON USA's #1 BEACH,RENTING SINCE 1998, SLEEP 6 IN BEDS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
'#1 beach in the USA' !! You are looking at our Sea Shell Condominium on beautiful Siesta Key, Florida. Our Family is ...
From $319 per night (USD)Expedia
From $320 per night (USD)VRBO
Beachcomber unit 205
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our building is located on the beach, this unit has an ISLAND view. Beautifully renovated 1 bedroom, 1 bath ...
From $320 per night (USD)VRBO
From $139 per night (USD)Expedia
Walk to the beach! Clean and new, remodeled cozy 3 bedroom 2 bath cottage house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
A charming coastal cottage home that epitomizes coastal living at its finest. Situated walking distance from the sh ...
From $139 per night (USD)Expedia
From $328 per night (USD)VRBO
Unique Nokomis Home ~ 2 Mi to Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled a short distance from oceanfront relaxation, this 2-bedroom, 2-bath vacation rental offers serenity during your ...
From $328 per night (USD)VRBO
From $232 per night (USD)Expedia
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your warm relaxing subtropical vacation begins here. Enjoy the sunset over Siesta key from just a short block away. Two ...
From $232 per night (USD)Expedia
From $255 per night (USD)VRBO
🦩The Perfect Snowbird Nest on Siesta Key! Minimum 30-Day Rental🦩
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pinkie Flamingo Welcomes You to The Tortuga #105B! King / King 30 Night Minimum A rare find indeed! Come prepared to le ...
From $255 per night (USD)VRBO
From $386 per night (USD)Expedia
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Day Dreaming! This 2 bedroom 1 bath rental offers everything you could dream of and more. Located just 300 ya ...
From $386 per night (USD)Expedia
From $168 per night (USD)VRBO
Lido Beach Walk! One block to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Lovely, well appointed one bedroom guest house wi ...
From $168 per night (USD)VRBO
From $607 per night (USD)Expedia
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to Siesta Key Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Siesta Sunset, a breathtaking beachfront rental home located right on the pristine shores of Siesta Key Beach ...
From $607 per night (USD)Expedia
From $1254 per night (USD)VRBO
Villa Castile | Pet Friendly Home on Siesta Key w/ Private Heated Pool, Walk to Beach & Village!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
🏖️ Villa Castile | Private Heated Pool + Walk to Beach & Village 💖 Why You'll Love This Home Picture yourself gathere ...
From $1254 per night (USD)VRBO
From $762 per night (USD)Expedia
Coconut Cottage | Home on Lido Key w/ Private Heated Pool/Spa, Walk to Lido Beach & St. Armands!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
🌴 Coconut Cottage | Pool, Spa, Fire Table + Walk to Beach & St. Armands 💖 Why You'll Love This Home A breezy walk fr ...
From $762 per night (USD)Expedia
From $163 per night (USD)VRBO
Ideal location Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
2 week minimum rental from April through December. Currently available for the month of January 2026 select the first da ...
From $163 per night (USD)VRBO
From $626 per night (USD)Expedia
LUXURY HOUSE BY THE CANAL ☀️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. We have place for 8 people to ...
From $626 per night (USD)Expedia
From $113 per night (USD)VRBO
Cheerful modern, minutes to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fully renovated 2 bedroom, 2 bath, new kitchen, great location. Sleeps 4 (1 child can sleep on the couch), a/c, on Legac ...
From $113 per night (USD)VRBO
Click For PricingExpedia
Beachfront 2 beds/2 baths w/ Balcony LIDO BEACH TOWERS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key! This spacious 2-bed, 2-bath condo is spre ...
Click For PricingExpedia
From $211 per night (USD)VRBO
LAKEFRONT-FREE KAYAKS, BICYCLES, PADDLEBOARDS-WALK, BICYCLE, OR PADDLE TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lakefront home feels like a remote cottage but is actually located in a beautifully landscaped, secure, family-friendly, ...
From $211 per night (USD)VRBO
From $367 per night (USD)VRBO
Quiet pool house on a lake - 7 min. from beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This beautiful 1600 Sq. Ft single family home is located on Lake Shamrock, in the quiet neighborhood of Venice Gardens, ...
From $367 per night (USD)VRBO
From $416 per night (USD)VRBO
Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The newly remodeled 2 bedroom / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an ...
From $416 per night (USD)VRBO
From $321 per night (USD)Expedia
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on ...
From $321 per night (USD)Expedia
From $103 per night (USD)VRBO
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $103 per night (USD)VRBO
From $376 per night (USD)Expedia
Direct Siesta Key Beachfront condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our beautiful fully remodeled condo is located directly across the street from world famous Siesta Key Beach! Whether yo ...
From $376 per night (USD)Expedia
From $426 per night (USD)VRBO
Newly Renovated! 2 Bed Family Friendly Condo w/ Beach Access & Prime Location!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Recently renovated 2-bedroom Siesta Key condo in a quiet, family-friendly complex. This ground-floor unit offers deeded ...
From $426 per night (USD)VRBO
From $201 per night (USD)Expedia
Lake view spacious 2bdr CONDO 7 min by the BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This bright and cozy condo is very clean and feels like home, with amenities needed to stay a night, week or a month. T ...
From $201 per night (USD)Expedia
From $154 per night (USD)VRBO
One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated Pool Located right in the Heart of ...
From $154 per night (USD)VRBO
From $252 per night (USD)Expedia
Family Getaway• Free Heated Pool• Nintendo• Hummocks • Shuffleboard •Near Beach🌴
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to ☀️ Villa Del Mar ☀️! This beautifully designed, family-friendly home in North Port offers the perfect Flori ...
From $252 per night (USD)Expedia
From $292 per night (USD)VRBO
Condo#401 Overlooks Siesta Key Beach Entrance
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo#401 Overlooks Siesta Key Beach Entrance You immediately feel like you’re on a beach vacation when you enter this ...
From $292 per night (USD)VRBO
From $568 per night (USD)Expedia
Siesta Sunrise-Just steps to the beach and village
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, location! Siesta Sunrise is just steps to beautiful Siesta Key beach and a short walk to the village ...
From $568 per night (USD)Expedia
From $306 per night (USD)VRBO
Bright Coastal Condo: Walk to Lido Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
On Lido Key in Sarasota, this sunny beachside condo awaits. Boasting beautiful views of the ocean and a fully equipped k ...
From $306 per night (USD)VRBO
From $270 per night (USD)VRBO
Enjoy your stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our house! It's located in a quiet neighbourhood in North Port FL - a fast growing community close to the sho ...
From $270 per night (USD)VRBO
From $461 per night (USD)VRBO
Myakka River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring your small boat or kayaks. Located in Venice near Wellen Park. This area is fisherman’s paradise. Tarpon, Redfish, ...
From $461 per night (USD)VRBO
From $239 per night (USD)Expedia
Relaxing 2BR Retreat w/ Outdoor Dining & Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VR24-00175 The Space Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desir ...
From $239 per night (USD)Expedia
From $244 per night (USD)VRBO
Gertrude's Siesta | 1 min walk to Beach Path | Free Bikes, Boards & Trolley!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Oceanside 603 Large king apartment perfectly located. 12-steps to Siesta Key's best beach access! 3-min by trolley ...
From $244 per night (USD)VRBO
From $189 per night (USD)Expedia
Condo on Quiet Cul-De-Sac | Heated Pool/Spa | Tennis | Putting Green | Short Drive to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome Yellow Pine Villa! Relax in a spacious, updated 2-bedroom villa just minutes from Siesta Key’s world-famous ...
From $189 per night (USD)Expedia
From $461 per night (USD)VRBO
Crystal Sands Villa 12A
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One of a kind at Crystal Sands just steps from one of our two heated pools and only 100 yards from the white sand of Cre ...
From $461 per night (USD)VRBO
From $538 per night (USD)Expedia
Entire private house VR24-00064
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $538 per night (USD)Expedia
From $151 per night (USD)VRBO
The Flamingo House at Indian Beach Sapphire Shores
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your stay in Sarasota at this charming "Old Florida" West of Trail home with fenced yard, minutes to downtown, att ...
From $151 per night (USD)VRBO
From $245 per night (USD)Expedia
Stand alone villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stand alone villa with private patio and garden, just steps to the pool and beach. Putting green and shuffle board. Qui ...
From $245 per night (USD)Expedia
From $267 per night (USD)VRBO
VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small family owned resort on Siesta Key offering daily rentals Villa 4 is newly renovated Featuring 1 King be ...
From $267 per night (USD)VRBO
From $210 per night (USD)Expedia
*NEW LISTING* Incredible Lake View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the perfect get-away location? Welcome to Serenata, one of Sarasota’s most sought after resort communities i ...
From $210 per night (USD)Expedia
From $969 per night (USD)VRBO
The Sun Dial | Waterfront Home on Siesta Key w/ Private Pool & Large Backyard, Close to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
🌴 The Sun Dial | Waterfront Pool Home + Walk to Beach 💖 Why You'll Love This Home Nestled on the peaceful canals of S ...
From $969 per night (USD)VRBO
From $156 per night (USD)Expedia
Sarasota-Indian Beach Zen Home (private-pet friendly)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Weekly sarasota rentals. You’ll love this private home, centrally located to everything when you stay at this zen spa ...
From $156 per night (USD)Expedia
From $382 per night (USD)VRBO
🌴Tropical Retreat in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This completely renovated home with full kitchen 3 bedrooms 2 bath split plan has a large Florida room with a attached s ...
From $382 per night (USD)VRBO
From $1084 per night (USD)Expedia
THE CRESCENT 202 Private stairs to pool & beach 2 gulf front decks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You want a perfect location. You want a clean, fresh vacation rental with quality furnishings. You want more - not less ...
From $1084 per night (USD)Expedia
From $1096 per night (USD)VRBO
Siesta Key beach house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nice house as is renovated to January-2025 and there is new kitchen , bathroom, furniture and beds and private pool with ...
From $1096 per night (USD)VRBO
From $172 per night (USD)VRBO
AMAZING 3 bedroom 5 miles from Venice.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Amazing 3 bedroom, great for a couple looking to get away for a month or two to the Beautiful West Coast of Florida. Stu ...
From $172 per night (USD)VRBO
From $269 per night (USD)VRBO
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy this adorable 2-Bedroom, 2-Bathroom centrally located Siesta Key Condo with large heated pool! The condo is a ...
From $269 per night (USD)VRBO
From $172 per night (USD)Expedia
Get To the Beach! Only 5 miles to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...
From $172 per night (USD)Expedia
From $315 per night (USD)VRBO
Beautiful Getaway ~ 4 Miles to Venice Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Florida is a beautiful state with amazing beaches and this 3-bedroom, 2.5-bath vacation rental gives you access to the b ...
From $315 per night (USD)VRBO
From $269 per night (USD)Expedia
Discounted rates for gorgeous one bdrm directly across from beach, near village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
We currently are offering a minimum 4 night booking policy until December 11. (After that date, until mid-April, the min ...
From $269 per night (USD)Expedia
From $233 per night (USD)VRBO
Quiet, Cozy, Bungalow with a Pool. Near Venice Beach and Warm Mineral Springs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Open floor plan, 3 bedroom home with a breakfast bar and spacious living room that opens to a large screened in, in grou ...
From $233 per night (USD)VRBO
From $481 per night (USD)Expedia
Crystal Sands Tower Unit 602 - 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 $481 per night (USD)Expedia
From $411 per night (USD)VRBO
El Presidente Condos unit 507, Top Floor With Gulf Views directly on the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated to include open concept living with a brand new Gourmet Kitchen and island. Granite counter tops, ...
From $411 per night (USD)VRBO
From $313 per night (USD)Expedia
Perfect home away, modern amenities, Salt Heated Pool ~ Close to S. Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy our Lemon Tree House! Virtual Tour: https://www.youtube.com/embed/Y68OcyA9tv8?rel=0. Escape to your ...
From $313 per night (USD)Expedia
From $335 per night (USD)VRBO
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and roll-a-ways available on ...
From $335 per night (USD)VRBO
From $227 per night (USD)Expedia
Beachfront Sarasota Resort Condo: Siesta Key View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sink your toes into Siesta Key's white sand beaches and swim in the crystal clear waters of the Gulf of Mexico during yo ...
From $227 per night (USD)Expedia
From $359 per night (USD)VRBO
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Siesta Heron Suites & Villas enjoys a proximity that is close to the heart of everything that makes Siesta Key speci ...
From $359 per night (USD)VRBO
From $435 per night (USD)Expedia
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The last of our Siesta Heron escapes offers something extra the others don't and that is an extra bedroom. Key Lime, the ...
From $435 per night (USD)Expedia
From $217 per night (USD)VRBO
1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located ...
From $217 per night (USD)VRBO
From $285 per night (USD)Expedia
Spacious vacation rental condo with lagoon views, beach access, and pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When you're overdue for a refreshing vacation, a trip to Siesta Key is always a good idea. Making the experience even mo ...
From $285 per night (USD)Expedia
From $300 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 $300 per night (USD)VRBO
From $161 per night (USD)Expedia
Enjoy the Warm Mineral Springs Vacation Rental Home of North Port, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get away from it all at this quite North Port, Florida home located minutes to many of the areas warm mineral springs. T ...
From $161 per night (USD)Expedia