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From $159 per night (USD)
VRBO
Luxury motorhome from the Monoco dynasty
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a luxury class A motor home situated on the banks of beautiful Phillippi Creek in Sarasota Florida, this is stat ...
From $159 per night (USD)
VRBO
From $426 per night (USD)
Expedia
St. Armands oasis with saltwater pool - walk to beach & shops
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $426 per night (USD)
Expedia
$\Updated & Charming Pool Home 1 Mile from Siesta Key \$
From $509 per night (USD)
VRBO
\"Updated & Charming Pool Home 1 Mile from Siesta Key \"
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our beautifully updated 3-bedroom, 2-bathroom single-family pool home, just 1 mile from the Siesta Key North ...
From $509 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $619 per night (USD)
Expedia
$First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS$
From $407 per night (USD)
VRBO
First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Beach front - Full view of the Gulf of Mexico. Fully furnished and equiped. Includes Long Distance phone service within ...
From $407 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Coral Breeze | Pet Friendly Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Coral Breeze: A Tropical Retreat on Siesta Key Welcome to Coral Breeze, a charming and pet-friendly vacation ...
From $451 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
If you are looking for a luxurious and serene holiday in the sun, then look no further. Our spacious and beautiful Flor ...
From $226 per night (USD)
VRBO
From $400 per night (USD)
Expedia
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 $400 per night (USD)
Expedia
From $212 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 $212 per night (USD)
VRBO
From $636 per night (USD)
Expedia
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 $636 per night (USD)
Expedia
From $255 per night (USD)
VRBO
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 $255 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Siesta Key Pool House 3 Miles from the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The house is located within 10 minutes drive from both downtown and Siesta Keys beach, and about 20 minutes drive from L ...
From $549 per night (USD)
Expedia
From $1171 per night (USD)
VRBO
Pool, Putting Green, Steps to Shopping, & Tons of Living Space -The Shore House
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
The Shore House by Lido Key Vacations Sarasota FL 34236 Vacation Rental License #VR22-00033 Minimum stay duration of 7 ...
From $1171 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Luxurious Living Steps to Lido Beach & Walking Distance to St. Armands Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Freshly updated/painted condo with luxurious furnishings and steps to the Gulf of Mexico on exclusive Lido Key. This con ...
From $148 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Beautiful renovated 4th floor Condo across the street from Lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 4th floor condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/h ...
From $174 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $212 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $261 per night (USD)
VRBO
From $825 per night (USD)
Expedia
Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem Welcome to Casa Leone, your ultimate luxury getaway on Siesta ...
From $825 per night (USD)
Expedia
From $541 per night (USD)
VRBO
🏝Private Gated Home w/ heated pool - a 1 minute walk to St Armands Circle🏖
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Premier local manager, Destination Paradise welcomes you to “The President”… a cozy 3 bedroom 3 bath vacation home with ...
From $541 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Gertrude's Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Casa Tranquilla Spacious luxury home, 100% private, just 100ft from best views on Siesta Key. Impeccable 2025 remodel a ...
From $399 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Lido Beach Corner of Beach and St. Armand Circle B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $307 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Lido Beach and St. Armand's Circle at your Footsteps.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Beautiful, roomy, sunny 2BR, 2 BA old style Flori ...
From $267 per night (USD)
VRBO
$Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES$
From $165 per night (USD)
Expedia
Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Panoramic ocean View . 1bd, 1bth located immediately across for the beach. Right in the middle of Lido Beach. Close t ...
From $165 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Pre furnished 3 bed 2 bath house nearby the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $233 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $235 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...
From $186 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Beautiful home with huge backyard close to siesta key beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Great open space with 2 master bedrooms, a bedroom with a triple bunk, and one loft bedroom. A dedicated office/work spa ...
From $321 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $386 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $424 per night (USD)
Expedia
Click For Pricing
VRBO
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For Pricing
VRBO
From $233 per night (USD)
Expedia
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Siesta Key Oasis with a pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $605 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $622 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Sun, Sand and Savings Sarasota Deals
Bedrooms:
2
Bathrooms:
1
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 $257 per night (USD)
Expedia
From $148 per night (USD)
VRBO
The Cozy Beach Suite of Sunny Sarasota!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $148 per night (USD)
VRBO
From $376 per night (USD)
Expedia
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $376 per night (USD)
Expedia
From $826 per night (USD)
VRBO
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...
From $826 per night (USD)
VRBO
From $580 per night (USD)
Expedia
2 Bedroom Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...
From $580 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Luxurious Outdoor Oasis - Spectacular Courtyard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Book your vacation knowing that a one-of-a-kind experience awaits you. This home is well-equipped for travelers of all ...
From $360 per night (USD)
VRBO
From $572 per night (USD)
Expedia
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all ...
From $572 per night (USD)
Expedia
From $164 per night (USD)
VRBO
50 feet from Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wonderful and clean one bedroom condo on the second floor overlooking Lido beach. Just cross the street and you are on t ...
From $164 per night (USD)
VRBO
From $86 per night (USD)
Expedia
The Forever Beach Cottage Studio Room!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...
From $86 per night (USD)
Expedia
From $764 per night (USD)
VRBO
4 BR canal home Sleeps 8 by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitche ...
From $764 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make your stay in Sarasota memorable and experience our tropical oasis! This freshly remodeled private guest suite is p ...
From $194 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 $776 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 $776 per night (USD)
VRBO
From $1111 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 $1111 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 $178 per night (USD)
VRBO
Best Location! Right next to St Armands Circle and Lido Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Location Location Location. This is the best location in the entire area. Short walking distance to both St. Armands ...
From $178 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Looking for the perfect spot to escape to with family and friends? Envision a place where your most difficult decision i ...
From $283 per night (USD)
Expedia
$Gorgeous 3\/3 pool home on water Lido Key!$
From $848 per night (USD)
VRBO
Gorgeous 3\/3 pool home on water Lido Key!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a priva ...
From $848 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
If you are looking for a quiet island beach community that offers alot to do, then you've come to the right place. Th ...
From $226 per night (USD)
Expedia
From $884 per night (USD)
VRBO
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 $884 per night (USD)
VRBO
From $96 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 $96 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 $267 per night (USD)
Expedia
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)
Expedia
From $194 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 $194 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 $259 per night (USD)
VRBO
Pool, Lake & Sunset Views: Home in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2,000 Sq Ft | Furnished Patio | 4 Mi to Red Bug Slough Preserve Nestled in a tranquil community, this 3-bed, 2-bath hom ...
From $259 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Modern near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $410 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $219 per night (USD)
VRBO
From $1894 per night (USD)
Expedia
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1894 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Walk to Lido Beach & Dining! 2BR Retreat + New Shared Rec Room, Backyard Grill & Modern Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $273 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Steps to Lido Beach & St. Armand’s | Stylish 2BR + Game Lounge w/ TVs, Ping-Pong & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $293 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Beautiful West of The Trail Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $574 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $450 per night (USD)
Expedia
Click For Pricing
VRBO
Villa Las Flores | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Villa Las Flores: Your Ideal Getaway in Sarasota Welcome to Villa Las Flores, a stunning duplex retreat offering the pe ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Luna Nueva | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Luna Nueva, a magnificent Siesta Key rental home that can be rented out separately or combined with its siste ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
Click For Pricing
VRBO
From $238 per night (USD)
Expedia
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck & Lounge. Walk to Lido Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into Spring Break or book your summer holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle ...
From $238 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Adorable Lido Beach Home- walk to beach and St. Armand's
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $347 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Near Siesta Key - single story pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: House is ready after Hurricane Milton. All ceramic floors with new kitchen including granite counter tops, dish ...
From $133 per night (USD)
Expedia
From $1210 per night (USD)
VRBO
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa/pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $1210 per night (USD)
VRBO
From $1061 per night (USD)
VRBO
St. Armand's Canal-Front Pool Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
St. Armand's Canal-Front Pool Home steps to the beach! This gem, ranch style home estate has been completely rebuilt ...
From $1061 per night (USD)
VRBO
From $659 per night (USD)
VRBO
Sarasota House w/ Backyard Oasis: 6 Mi to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $659 per night (USD)
VRBO
From $857 per night (USD)
Expedia
Siesta Key Designer Home: *Pool, Gardens, Luxury*
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...
From $857 per night (USD)
Expedia
From $147 per night (USD)
VRBO
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 $147 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $307 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Waterfront Beach House- Pool - Kayaks - Boat Ramp
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unique 2 bed / 2 bath Old Florida home features over 150 feet of private waterfront—perfect for those seeking peace ...
From $294 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Sarasota House w/ Private Pool - 4 Mi to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...
From $263 per night (USD)
Expedia
From $304 per night (USD)
VRBO
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)
VRBO
From $174 per night (USD)
Expedia
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)
Expedia
From $714 per night (USD)
VRBO
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 $714 per night (USD)
VRBO
From $262 per night (USD)
Expedia
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 $262 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $284 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Quaint Studio on gorgeous Lido Key Beach in Sarasota.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quaint Studio on gorgeous Lido Key Beach in Sarasota. Short walk to to the beach...just across the street! Walk, ride, d ...
From $241 per night (USD)
Expedia
From $1558 per night (USD)
VRBO
Aqua Breeze: Beautiful New Construction!
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Aqua Breeze by Lido Key Vacations 723 S Blvd of the Presidents, Lido Key, Florida Experience Aqua Breeze! This luxuri ...
From $1558 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Cozy Apartment 10 Min From Beach or Downtown / Covered Patio & Grill / Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy all that Sarasota has to offer at this cozy, NEWLY renovated, one-bedroom, main floor apartment. Sleeps 4, with th ...
From $166 per night (USD)
Expedia
From $1432 per night (USD)
VRBO
Beach Fanta Sea | Rooftop Views, Heated Pool, Steps to Lido Beach & St. Armands Circle
Bedrooms:
8
Bathrooms:
8
Sleeps:
12
Welcome to Beach Fanta Sea – your ultimate Lido Key escape! A Coastal Dream with Every Amenity You Could Want. This cus ...
From $1432 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Beachfront Condo with Panoramic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Enjoy stunning Gulf, Bay, and skyline views from this beautifully updated 2-bed, 2-bath condo. Features include ...
From $423 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Gorgeous home with private garden - SOO close to beaches, downtown and shopping!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary ...
From $303 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Cozy home with with washer and dryer, internet, and short drive to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Key Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $151 per night (USD)
Expedia
From $443 per night (USD)
VRBO
Luxurious Gulf-Front Condo with Panoramic Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
This expansive 3-bedroom, 4-bathroom condo offers breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay. T ...
From $443 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Chic Mid-Century Home in Quiet Area • Pool, Pets OK, 10 Mins to Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sarasota Solitude – A Mid-Century Modern Retreat with a Private Pool, Just Minutes from Siesta Key Tucked a ...
From $306 per night (USD)
Expedia
From $154 per night (USD)
VRBO
BBQ-Ready Apt Near Beaches in Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Private Hot Tub | Pet Friendly w/ Fee Pack your shades and sunscreen — this 1-bed, 1-bath vacation rental in Sarasota i ...
From $154 per night (USD)
VRBO
From $120 per night (USD)
Expedia
6 Mi to Siesta Beach: Outdoor Oasis w/ Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
3 Mi to Downtown | Dine Al Fresco | Kayak Salty air, sandy toes, and endless Gulf Coast adventures await at this vacati ...
From $120 per night (USD)
Expedia
From $1466 per night (USD)
VRBO
Large, Resort-Like Pool Home. Walk to Lido Beach and St. Armand's Circle.
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Exclusive Beachfront Location: *Dream Island is located on Lido Key, offering direct access to a beautiful coastal setti ...
From $1466 per night (USD)
VRBO
From $1217 per night (USD)
Expedia
Lido Luxe Estate: Large Rental Steps to the Beach with Pool, Spa, Outdoor Games
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Lido Luxe Estate by Lido Key Vacations 540 S Polk Dr, Sarasota, Florida Minimum stay duration of 7 days/nights Welcome ...
From $1217 per night (USD)
Expedia

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