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From $139 per night (USD)
VRBO
Cozy Sarasota Retreat - 3 Blocks to the Coast!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 ...
From $139 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Manasota Key Retreat with free use of bikes and beach supplies
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park ...
From $150 per night (USD)
Expedia
From $799 per night (USD)
VRBO
Waterfront/Pool Home under 5 min walk to Siesta Key Village and Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located 5 minutes walk to #1 Siesta Key Beach, famous bar and restaurants. This beauty has a private court yard with a f ...
From $799 per night (USD)
VRBO
From $328 per night (USD)
Expedia
4 bedroom, 6 bath, 10 min from Siesta Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Location!!! Incredible 4 bed, 6 bath house with Lanai and pool/jacuzzi. Outstanding location: 10 min from Siesta Beach, ...
From $328 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Beautiful Condo- ideal location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully decorated and spacious condo 8 minutes from the beach and downtown Venice. Screened in deck overlooking foun ...
From $113 per night (USD)
VRBO
Click For Pricing
Expedia
Easy Living Incredible Location Perfect for getting a feel of area
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Beautifully appointed home 3.2 Miles to Siesta Key, close to downtown, Interstate 75. One level living, two bedrooms one ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Paradise Vacation Condo Steps from Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located right on Siesta Key, you will have private access to Siesta Beach, the #1 beach in the USA. Inside this condo y ...
Click For Pricing
VRBO
From $233 per night (USD)
Expedia
Englewood Villa - 3 BR, 2 BA, 5 minutes from beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
*** 47% Discount when you book 28 or more nights during non-winter months *** Summary: Completely renovated and remodele ...
From $233 per night (USD)
Expedia
From $1059 per night (USD)
VRBO
St. Armand's Dream Home
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home com ...
From $1059 per night (USD)
VRBO
From $302 per night (USD)
Expedia
1/1 Tower Gulf N (034)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unit 34 is a one bedroom one bathroom located on the north side of the building. The unit is tiled throughout the unit. ...
From $302 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Noko Life on Shore T
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy Noko Life at this cozy vacation rental duplex. Located just a short walk or bike ride (.4 mile) to beautiful Nokom ...
From $181 per night (USD)
VRBO
Click For Pricing
Expedia
“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, ...
Click For Pricing
Expedia
From $368 per night (USD)
VRBO
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you ...
From $368 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Siesta Key Beach Front Condo! Breathtaking view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful 2 bedroom, 2 full bath condo sleeps 6 and is located directly on one of the TOP 10 BEACHES IN THE WORLD! ...
From $390 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Harbor Towers Yacht & Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Harbor Towers Yacht and Racquet Club is located on the intercostal waterway on Siesta Key in Sarasota, Florida. From the ...
From $135 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Siesta Key Village-Suite #1: 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 $391 per night (USD)
Expedia
From $327 per night (USD)
VRBO
LUXURY BEACH CABANA ON SIESTA KEY!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Acquired and Renovated Luxury Beach Cabana! View America’s #1 Beach from your Bedroom! Fully Stocked! The newly ...
From $327 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $404 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Siesta Cool : Only Minutes Walk to Siesta Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $402 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!
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 $391 per night (USD)
Expedia
From $236 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 $236 per night (USD)
VRBO
From $372 per night (USD)
Expedia
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 $372 per night (USD)
Expedia
From $731 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 $731 per night (USD)
VRBO
From $166 per night (USD)
Expedia
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 $166 per night (USD)
Expedia
From $213 per night (USD)
VRBO
2 Bed/2 bath Condo Steps to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The unit is newly furnished in a beachy style perfect for a vacation on Siesta Key, consistently rated one of the 10 bes ...
From $213 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Freshly Renovated Siesta Key Getaway ~ Your Dream Vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A brand new remodeled condo at Harbor Towers Yacht & Racquet Club! Don't miss out on the beautiful Florida sunrise righ ...
From $280 per night (USD)
Expedia
From $157 per night (USD)
VRBO
BEAUTIFUL UPDATED 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 $157 per night (USD)
VRBO
From $349 per night (USD)
Expedia
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 $349 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Great Siesta Key Location with Deeded Beach Access at The Anchorage 308
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Great Siesta Key Location at The Anchorage. Deeded Beach Access, Walk to Shopping & Dining! Spacious 2 bedroom, 2 bath, ...
From $221 per night (USD)
VRBO
From $261 per night (USD)
Expedia
GORGEOUS NOKOMIS BEACH HOME
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully appointed 2 bedroom (king bed in the master and queen bed in the second bedroom) /2 bath, plus DEN (den has ...
From $261 per night (USD)
Expedia
From $240 per night (USD)
VRBO
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 $240 per night (USD)
VRBO
From $95 per night (USD)
Expedia
Peaceful 1bed/1bath Condo Golf & Lake views in the Meadows
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great condo in the Meadows, Longwater Chase Community, on the 2nd floor (no elevator), 1 parking spot included. This is ...
From $95 per night (USD)
Expedia
From $236 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 $236 per night (USD)
VRBO
From $123 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 $123 per night (USD)
VRBO
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $369 per night (USD)
Expedia
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 $369 per night (USD)
Expedia
From $177 per night (USD)
VRBO
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 $177 per night (USD)
VRBO
From $278 per night (USD)
Expedia
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 $278 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Relaxat at Lovely home by the Warm Mineral Springs in Sunshine Florida.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our cozy retreat! We’re absolutely delighted to have you as our guest! As you settle in, please feel right ...
From $148 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $267 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 $267 per night (USD)
VRBO
From $112 per night (USD)
Expedia
Adorable1/1 - Walk to Siesta Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully remodeled duplex apartment in one of the most desirable neighborhoods in Sarasota, just over the bridge from Siest ...
From $112 per night (USD)
Expedia
From $298 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 $298 per night (USD)
VRBO
From $3266 per night (USD)
Expedia
The Coral Reef | Pet Friendly 🐶 Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to The Coral Reef, the perfect destination for small to medium sized families or groups looking for an intimate ...
From $3266 per night (USD)
Expedia
From $876 per night (USD)
VRBO
Sea Breeze | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Breeze, the perfect destination for small families or couples looking for an intimate yet unforgettable v ...
From $876 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Sea Foam | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Foam, the perfect destination for small families or couples looking for an intimate yet unforgettable vac ...
From $891 per night (USD)
Expedia
From $2390 per night (USD)
VRBO
The Beachy Keen | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to The Beachy Keen, the perfect destination for small to medium sized families or groups looking for an intimate ...
From $2390 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Sea Coast | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Coast, the perfect destination for small families or couples looking for an intimate yet unforgettable va ...
From $891 per night (USD)
Expedia
From $1056 per night (USD)
VRBO
Sea Dream | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Dream, the perfect destination for small families or couples looking for an intimate yet unforgettable va ...
From $1056 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Sea Escape | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Escape, the perfect destination for small families or couples looking for an intimate yet unforgettable v ...
From $891 per night (USD)
Expedia
From $891 per night (USD)
VRBO
Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sea Angel, the perfect destination for small families or couples looking for an intimate yet unforgettable va ...
From $891 per night (USD)
VRBO
From $1832 per night (USD)
Expedia
CJs on Siesta | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Bedrooms:
6
Bathrooms:
6
Sleeps:
24
Welcome to CJ's on Siesta, the perfect destination for large families and groups seeking an unforgettable vacation exper ...
From $1832 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Single Family Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We have a 3 bedroom, 2 bathroom fully furnished home for rent, for the month of February or March of 2021 in the gated c ...
Click For Pricing
VRBO
From $353 per night (USD)
Expedia
Luxurious Private Villa,Heated pool, walk to beach,2 King suites,Free 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 $353 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $131 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 $131 per night (USD)
Expedia
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 1 SPECIALS
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy Siesta Key in style! We are a small resort on Siesta Key offering daily rentals Brand new high end ground floor lu ...
From $311 per night (USD)
Expedia
From $377 per night (USD)
VRBO
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 $377 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Experience paradise steps away from Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to the sun-drenched shores of Siesta Key and experience the ultimate in coastal living at our charming 2-bedroom ...
From $479 per night (USD)
VRBO
From $632 per night (USD)
VRBO
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 $632 per night (USD)
VRBO
From $895 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 $895 per night (USD)
Expedia
From $312 per night (USD)
VRBO
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 $312 per night (USD)
VRBO
From $83 per night (USD)
Expedia
Family Friendly Cottage @ Sun N Fun Resort
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Family friendly, beautiful vacation home rental at the best resort in sunny Sarasota! Guest access Guests have full ac ...
From $83 per night (USD)
Expedia
From $261 per night (USD)
VRBO
NEWLY RENOVATED!!!!! directly across from the world famous Siesta Key Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NEWLY RENOVATED!!!!!!!! Your vacation awaits you in this lovely two bedroom, two bath condo directly across from the wo ...
From $261 per night (USD)
VRBO
From $298 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 $298 per night (USD)
Expedia
From $166 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 $166 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $342 per night (USD)
Expedia
From $193 per night (USD)
VRBO
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 $193 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Private Entrance Condo - Large patio with direct pool access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Paradise on Siesta Key is our way of describing this wonderful ground-floor unit with a private patio and a beautiful vi ...
From $280 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Charming 2/2 Villa in Village des Pins - 15 min from SIESTA KEY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Agreeable villa with lanai in the Village des Pins Community (with an outdoor pool!), only at a 15 min drive from the #1 ...
From $140 per night (USD)
VRBO
$Adorable two bedroom condo\nwalk to the beach and st Armand’s circle$
From $245 per night (USD)
Expedia
Adorable two bedroom condo\nwalk 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 $245 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Sunset Boulevard - One Bedroom Condo on Casey Key with Great view
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Updated one bedroom one bath condo located on beautiful Casey Key. Fully furnished kitchen and dining area. Great view f ...
From $370 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy vacation home 5 mins from downtown!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Keep it simple at this peaceful and centrally-located place. A perfect place to bring your family to vacation. Close to ...
Click For Pricing
Expedia
From $360 per night (USD)
VRBO
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 $360 per night (USD)
VRBO
From $294 per night (USD)
Expedia
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 $294 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Sarasota Getaway w/ Private Pool & Backyard Oasis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Pack your bags for fun in the Florida sun while you stay at this 3-bedroom, 3-bathroom Sarasota vacation rental. Boastin ...
From $471 per night (USD)
VRBO
From $153 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 $153 per night (USD)
Expedia
From $203 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 $203 per night (USD)
VRBO
From $169 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 $169 per night (USD)
Expedia
From $672 per night (USD)
VRBO
Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to Endless Summer, a private Apartment “2nd Floor” right in the heart of the Siesta Village with the style, eleg ...
From $672 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $174 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 $174 per night (USD)
VRBO
From $472 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 $472 per night (USD)
Expedia
From $453 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:
10
Welcome to Villa Castile, a luxurious retreat located just outside the vibrant Siesta Key Village. This stunning vacatio ...
From $453 per night (USD)
VRBO
From $281 per night (USD)
Expedia
5th Floor Siesta Key Luxury Condo -, Heated Pool - Views Of Beach and Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close ...
From $281 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Lovely Heated Pool Home ❤ Walk to Beach, Restaurants, Bike & Boat Rentals & More
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location! Location! Location! -- Stunning pool home with over 2600 sf of living space located steps from the South bridg ...
From $363 per night (USD)
VRBO
From $733 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
Escape to the Charm of Coconut Cottage – Your Private Lido Key Retreat Discover your perfect getaway at Coconut Cottage, ...
From $733 per night (USD)
Expedia
From $159 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 $159 per night (USD)
VRBO
From $856 per night (USD)
Expedia
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
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 $856 per night (USD)
Expedia
From $120 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 $120 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Harbor Towers Yacht & Racquet Club - Gulf Facing 2/2 Condo - Fully Upgraded!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo is located at Harbor Towers Yacht and Racquet Club on Siesta Key! It is condo #626, gulf facing on the 6th f ...
From $280 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Tiny House Siesta- perfect tiny house for two!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Just enough room for two. This cozy Tiny House was handcrafted in Florida and has found its way to us. You will ...
From $175 per night (USD)
VRBO
From $304 per night (USD)
Expedia
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 ...
From $304 per night (USD)
Expedia
From $206 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 $206 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $373 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 $373 per night (USD)
VRBO
From $350 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 $350 per night (USD)
Expedia
From $2081 per night (USD)
VRBO
Nearly Beachfront, Gulf Views, Heated Pool & Pet-Friendly - Sugar Sand Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
19
Sugar Sand Cottage by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Proper ...
From $2081 per night (USD)
VRBO
From $139 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 $139 per night (USD)
VRBO

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