
Sarasota Area Rentals
- From $316 per night (USD)
VRBO
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $316 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Walk to Beach & Dining–Coastal Condo Retreat Kingston Arms 11-B by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kingston Arms by RVA, your premiere Lido Key vacation spot on the sunny Gulf Coast of Florida. Located just b ...
From $338 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Active Coastal Getaway – 2BR Resort Condo at Beachplace #6-202 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents an inviting two-bedroom, two-bathroom condominium at Beachplace, featuring a king-sized master bed and two ...
From $267 per night (USD)VRBO
- From $385 per night (USD)
Expedia
The Beach Club at Siesta Key #106D Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $385 per night (USD)Expedia
- From $763 per night (USD)
VRBO
Latitude Adjustment | Waterfront Home w/ Private Heated Pool! Walk to Siesta Village & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Latitude Adjustment | Private Heated Pool + Walk to Siesta Key Beach 💖 Why You'll Love This Home Step into Latitud ...
From $763 per night (USD)VRBO
- From $319 per night (USD)
Expedia
The Beach on Longboat Key #227 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $319 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Siesta Key vacation rental home close to village with swimming pool and free wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
When you can't wait to enjoy a well-earned getaway to sunny Siesta Key, make the most of your island adventure by bookin ...
From $403 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Horizons West #105 is a Beautiful Gulf Front 1 Br, 1 Ba Condo on Siesta Key,...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Horizons West Unit 105 is a newly redecorated one bedroom, one bath condo with all new furnishings and decor. Unit 105 ...
From $346 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Horizons West #204 Stunning Beachfront Views on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A stunning view of the Siesta Key beachfront, pool, and palm trees greets you as you open the front door to Unit 204. T ...
From $421 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Spectacular Horizons West #404 with Beautiful Beach Views on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Experience the best possible Gulf and beach views from a beautifully remodeled apartment. The remodel inclu ...
From $482 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Horizons West #109 is a Beautifully Renovated Siesta Key Beachfront Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
WELCOME TO HORIZONS WEST APT. 109! This completely remodeled gulf-front unit offers the beauty of blue water, white san ...
From $357 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Tranquil 2BR Beachfront Condo on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Serenity Your tranquil escape is found at the Serenity Beach Condo at the Beachfront Suites on Siesta Key. Enjoy your pe ...
From $477 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Horizons West #113 is a Beautiful One Bedroom on Crescent Beach, Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida has recently undergone a $ ...
From $346 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Horizons West #103 - Luxury Fully Equiped Condo on America's Best Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 103 has been pro ...
From $351 per night (USD)Expedia
- From $414 per night (USD)
VRBO
NEWLY RENOVATED - Beachplace 4-104 2BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this first floor, Newly Renovated, walk down has views of the reflecting pond and fou ...
From $414 per night (USD)VRBO
- From $407 per night (USD)
Expedia
5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The luxurious condo is located on Siesta Key in a tropical setting. It is very kid-friendly, and has a private beach, on ...
From $407 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Retreat to the gorgeous 2BR 2Bath oasis offering easy access to the sun-soaked Siesta Key Beach, Siesta Key Village, and ...
From $567 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Beachfront Venice Island Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming 2 bedroom, 2 bath condo is located directly on the beach in Venice, Fl. It is totally updated, fully furni ...
From $196 per night (USD)VRBO
- From $811 per night (USD)
VRBO
Lido Key Luxury Pool Home–Perfect for Families Lido Shores Sanctuary by RVA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Lido Shores Sanctuary by RVA. Located in the private community of Lido Shores, with gated beach access an ...
From $811 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Beachplace 2BR–Heated Pool, Private Beach, Resort Living: Condo #5-601 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA proudly presents a two-bedroom, two-bathroom unit situated in building 5, boasting some of the most stunning Gulf fr ...
From $324 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Wake Up to Turquoise Water - The Beach Club at Siesta Key #100D Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $397 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Sweet Home Paradise Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO OUR SWEET HOME GRAN PARADISO VILLA VACATION RENTAL This beautifully decorated 3 bedroom 2 bathroom Villa is ...
From $187 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Vista Hermosa Cabana - Enjoy the beach life here on the island!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Park the car, you will not get back in it til you leave, if you do leave at all. Welcome to the south end of Siesta Key ...
From $229 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Tiny House Green Lifeguard Stand - sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Green Lifeguard Stand, sleeps five. With the convenience of a hotel, the comfort of a vacation home, and the co ...
From $182 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Siesta Key Beach Condo w/ water view & pool, half mile to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The unit faces the Inter-coastal waterway and the private Harbor Towers & Yacht club marina. Walk or drive to the beac ...
From $346 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Gulf-Front Luxury: 2BR Beachplace Condo on Longboat Key Unit 9-103 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents a charming two-bedroom, two-bathroom condominium at Beachplace boasting breathtaking Gulf front views. With ...
From $364 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Siesta Key Paradise – 1BR Condo with Balcony, Sunset Views & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Property The best view on Siesta Key is found at the Dreamview Beach Front Condo. Find your romantic getaway at our ...
From $475 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Tropical 2BR Villa w/ Pool, Dock & Easy Beach Siesta Key Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Property Escape to paradise at Siesta Garden Villa, a beautifully remodeled and exquisitely decorated 2-bedroom, 2-b ...
From $395 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Pet Friendly Longboat Key Condo with View of Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very priv ...
From $118 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Beach Front - Gorgeous - A303 -Free WiFi and Boat Docks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy the amazing view from this one bedroom unit on the 3rd floor of our A Building - the closest to Turtle Beach. ...
From $278 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Super Clean 3 bdrm Home in Siesta Key with Boat Dock & Pool - Small Dogs Considered
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Bring your Boat!! Large 3 bedroom home with boat dock. Power is provided by the dock and there is a full outside shower ...
From $411 per night (USD)VRBO
- From $1599 per night (USD)
Expedia
Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
On The Rocks by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Let the fun begin at On The Rocks! This ...
From $1599 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the enchanting Hide-A-Way Suite, a beautifully updated 1-bedroom, 1-bath ground-floor apartment offering 580 ...
From $379 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Condo#418 UPDATED WITH STUNNING GULF VIEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy breathtaking views of the Gulf, Siesta Key Beach, and awesome sunsets from condo 418 after an enjoyable day at the ...
From $293 per night (USD)Expedia
- Click For Pricing
VRBO
2 Bedroom, 2 Bath Penthouse with Panoramic Beach Views - ALL NEW!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Totally renovated during the winter of 2014-15, this is our second (see also VRBO Property #441689) all-new 2-bedroom, 2 ...
Click For PricingVRBO
- From $170 per night (USD)
Expedia
Waterfront on Turtle Beach Inlet - Ground Floor, Fish & Swim Steps From Your Door #19
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect location to relax and enjoy your Siesta Key tropical vacation or get away from the cold northern win ...
From $170 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ensure easy access to beautiful Gulf Coast beaches when you spend your next Florida getaway at this Sarasota vacation re ...
From $144 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury 3 Bed Home in Nokomis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This luxury 3 Bed home has everything you need for the perfect beach or golf trip. This home is only 6 years old and ha ...
Click For PricingExpedia
- From $212 per night (USD)
VRBO
Beautiful condo, remodeled 2021 with private access to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A spacious condo with2 bedrooms, 2 full bathrooms, lush tropical Courtyard view. Total remodel completed “21 Absolutel ...
From $212 per night (USD)VRBO
- From $862 per night (USD)
Expedia
Sea la Vie | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌊 Sea La Vie | Steps to Beach + Shared Pool + Walk to Siesta Village 💖 Why You'll Love This Home Stay just a heartbea ...
From $862 per night (USD)Expedia
- From $814 per night (USD)
VRBO
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"🌴 Sea Esta | Steps to Beach + Shared Heated Pool + Walk to Village 💖 Why You'll Love This Home Just one minute to th ...
From $814 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Circle Drive Venice Island Pool Home a Short Walk To Your Own Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Venice Island home is less than 2 blocks off the beach and has been a short term vacation rental for the past 14 yea ...
From $350 per night (USD)Expedia
- From $2105 per night (USD)
VRBO
Siesta Sea Life | Walking Distance to Siesta Key Beach & Village w/ Private Heated Pool!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
🌴 Siesta Sea Life | Steps to Beach + Village + Private Heated Pool 💖 Why You'll Love This Home Step into island seren ...
From $2105 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Tiny House Blue Lifeguard - pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Over the bridge from Siesta Key and minutes away from dining & arts districts. With the convenience of a hotel, ...
From $186 per night (USD)Expedia
- From $313 per night (USD)
VRBO
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities • Condo • Sleeps: 4 • Bedr ...
From $313 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Harbor Towers Gulf Facing 3/3 6th Floor Condo!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect unit for a family vacation. Located at Harbor Towers Yacht & Racquet Club on Siesta Key, condo #628 has eve ...
From $420 per night (USD)Expedia
- From $380 per night (USD)
VRBO
BEAUTY ON THE BEACH! FULL GULF VIEW!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE BEACH IS CALLING AND I MUST GO!! Elevate your Siesta Key experience with breath-taking Gulf views as far as your ey ...
From $380 per night (USD)VRBO
- From $2411 per night (USD)
Expedia
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2411 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This exceptional GROUND FLOOR condo Y101, is one of the most desirable condos in Sarasota Ssrf & Racqet on Crescent Beac ...
From $429 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Tropical Backyard Oasis! Prime Location Near Main St & Trolley to Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Sarasota Retreat – Your Private Oasis in the City Welcome to your beautifully updated Florida-style home, nes ...
From $257 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Contemporary Pool Villa I - just few minutes to Beach - heated Pool & Spa, WiFi!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
My Pool Villa's are known for their cleanliness. I live around the corner and keep a very good eye on my rentals. I'm Ge ...
From $333 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Shared Heated Pool, Steps to Siesta Key Village/Beach, Large Backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Salty Summer by S ...
From $486 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summer Salt by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Discover your perfect getaway at Summe ...
From $446 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Beautiful Pool Home minutes from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: The Gulf Breeze Cottage is your home away from home. The tropically decorated interior sets the mood for a rela ...
From $326 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Pool cozy fresh renovated house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This newly renovated cozy home is the answer to enjoying Florida.Enjoy the gorgeous heated pool and the wonderful outsid ...
From $185 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile from Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...
From $219 per night (USD)Expedia
- From $483 per night (USD)
VRBO
PALM BAY 5th floor ON THE BEACH \nSunsets from the open lanai, Two Queen beds.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Simply breathtaking! Embrace the essence of your dreams becoming reality when you converge on the vibrant shores of Amer ...
From $483 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Newly renovated, large deck, backs onto large pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 2 bedroom cottage has all the amenities required to just put your feet up and relax. Large deck allows for larg ...
From $251 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Sunny Siesta Key Condo w/ Beach Access + Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Head to the white-sand beaches of Siesta Key with this 2-bedroom, 2-bath vacation rental as your home base! Boasting bay ...
From $227 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Coastal Oasis w/ Shared Pool, 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse yourself in Sunshine State splendor and escape to this 2-bedroom, 1-bath vacation rental! Complete with all the ...
From $161 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Barefoot Dreams 2 Bed 2 Bath Private Pool Home - Fenced In Yard -10 min to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Barefoot Dreams! Our vacation home was completely renovated in early 2021. It’s located in a quiet neighborho ...
From $266 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Bright, cozy studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. TCentrally located, near everything that offering sunny S ...
From $107 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Bayside Paradise on SIesta Key awaits you! Ready to relax?
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The 'Perfect Siesta Key Getaway', this Bay Oaks garden apartment is less than 1-minute walk to the pool, the fishing pie ...
From $154 per night (USD)VRBO
- Click For Pricing
Expedia
Beachside home with pool and beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for a beachside vacation rental home with heated pool just steps away? Look no further than this three bedroom h ...
Click For PricingExpedia
- From $240 per night (USD)
VRBO
Beachside Vacation Rental Condo on Siesta Key with Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*** NEW *** If you are looking for some Florida beach relaxation, Look no further than this 2 bedroom Siesta Key Beachs ...
From $240 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Sunny South Venice Beach Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If seeking sun, sea and sand are your priorities look no further. This charming, lovely home near many beaches is exactl ...
From $122 per night (USD)Expedia
- From $316 per night (USD)
VRBO
2 Bedroom/2 Bath, Gulf View, On Your Own Private Harbor on the 5th Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $316 per night (USD)VRBO
- From $156 per night (USD)
Expedia
7 person family home - centrally located in SRQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Perfect for couples, families, and getaways. Proximity to beach, malls, movies, and anything else one needs! You'll enjo ...
From $156 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Ocean View Condo with Beach Access at Beachplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom cond ...
From $221 per night (USD)VRBO
- From $213 per night (USD)
Expedia
1BR King/ensuite with Kitchen 5 Mins. To Beach/Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $213 per night (USD)Expedia
- From $179 per night (USD)
VRBO
3 bed 2 bath minutes from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed 2 bath home is just minutes from Venice Beach, Caspersen Beach and Nokomis Beach. About 25 minutes south of S ...
From $179 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Gulf Front, 3rd Floor, 1 bdr - A307, Gorgeous View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our beautiful condo is completely renovated and IT IS LOCATED DIRECTLY ON THE BEACH! This magnificent condo is one of th ...
From $287 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Island House Beach Resort 10S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This beautifully appointed 2 bedroom, 2 bathroom features a primary ensuite with a king bed and the guest room features ...
From $507 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Beautiful Venice Beach Duplex: Incredible Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Prime location one block from the beach with a marina, dining, and lounge nearby. Two minute walk to three different bea ...
From $234 per night (USD)Expedia
- From $204 per night (USD)
VRBO
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION \nIN VENICE\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE DREAM HOME FOR YOUR DREAM VACATION! This is it. Look no further. Your Dream Home Vacation is here. Where else? VENI ...
From $204 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Sparkling Clean Beachfront Condo at Fishermans Haven - Private Beach! FH 703
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxurious Beachfront Condo with Stunning Gulf Views from the Top Floor Luxurious 7th floor (top floor) beachfront condo ...
From $181 per night (USD)Expedia
- From $305 per night (USD)
VRBO
🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pinkie Flamingo Welcomes You to Bay Oaks #E44! King / Queen / Twin Bunks / Sleeper Sofa Relax on the pier as you watch ...
From $305 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Quiet condo with a heated pool & central AC - short walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
'Sea- Esta' Winds 209 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $206 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Beach Front Condo on Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Siesta Key Is Open for Visitors! No storm damage to our condo, Come and enjoy the beautiful beach!! Relax in this beaut ...
From $336 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Comfy 3bed/2bath with pool close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With ...
From $224 per night (USD)Expedia
- From $326 per night (USD)
VRBO
New from Aug. 2019 German TV, cottage for 6 pers. in Venice,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house was completed in August 2018 and we are pleased to introduce our new building. The house is 184 m², has 3 bedr ...
From $326 per night (USD)VRBO
- From $416 per night (USD)
VRBO
Beach getaway! Perfect for family in a heated private pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enter your personal code on the smart lock and walk right in to your home away from home. So cozy and comforting for the ...
From $416 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Sandcastle Cottage - Screened Patio - Fenced Yard - Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandcastle Cottage is a cozy one story open floor plan 2 bedroom single family home located only minutes away from popul ...
From $199 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Romantic Getaway on Turquoise Shores-The Beach Club Siesta Key #202B by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $304 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Beachfront Siesta Key Condo w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Whether you’re here for a week-long getaway or an extended visit to paradise, you and your loved ones will effortlessly ...
From $269 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Comfy home w/ screened in lanai, near golf, shops, 5 miles to beautiful beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Very clean spacious open concept house with modern furniture , an updated kitchen., newer bathtub and a cozy lanai over ...
From $182 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Florida Gulf Coast White Sand Beaches - Beach Club at Siesta Key #104B by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $340 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Great Private Screened in Pool Home, Heat Extra, 2.5 miles to Beach | Fenced Yard | Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $238 per night (USD)Expedia
- From $136 per night (USD)
VRBO
Mystic Sea tiny house on wheels! 6 min drive to the beach! Bikes on premises!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adorable nautical/ coastal theme custom built tiny house. Walk to downtown Englewood, about a 6 minute drive to the beac ...
From $136 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Crystal Sands Villa 12 - Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this beautifully renovated 1 bedroom 1 bath villa with den and private 1 car garage. You are only steps away from ...
From $235 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Dreamlike Sunsets & Coastal Bliss-The Beach Club at Siesta Key #108A by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $332 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Vibrant Sunsets & Turquoise Water-The Beach Club at Siesta Key #200B by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
End each day with a breathtaking sunset over the turquoise Gulf—an experience as unforgettable as the stay itself. RVA o ...
From $348 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Resort w Private Beach Access/Pool-The Beach Club at Siesta Key #100B by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $305 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Blu Sky Cottage | Pet Friendly, Canal Front Home on Siesta Key w/ Private Heated Pool & Spa, Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Blu Sky Cottage – Your Exclusive Waterfront Escape on Siesta Key! Blu Sky Cottage invites you to experience ...
From $447 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Sarasota, Fl. Wild Orchid Creek
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy old Florida living at this completely renovated cottage style home on nearly 7 acres. Relax and unwind in thi ...
From $177 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Our house at the beach Most see<br>At siesta key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Specious town home great location in siesta key Florida Beach only a five minute walk . remodeled walk in master bathro ...
From $339 per night (USD)Expedia
- From $493 per night (USD)
VRBO
Beachcomber unit 506
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. Th ...
From $493 per night (USD)VRBO
- From $433 per night (USD)
Expedia
Chic Pet Friendly Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to comfortable, Mid-Century Modern in the heart of quiet Lido Key at the Lido Rondy Home by RVA. Located just ou ...
From $433 per night (USD)Expedia
- Click For Pricing
VRBO
Super cute!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1bed 1 bath fully stocked to sleep 4 comfortably! There is an outdoor pool with a mega slide, an indoor pool, a full wel ...
Click For PricingVRBO
- From $288 per night (USD)
Expedia
Lakefront, Sun all day! - Villa Youppie - Sarasota- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Youppie *This home has a minimum of 90 days You will love our beautifully maintained and clean Villa Youppie in ...
From $288 per night (USD)Expedia




































































































