Bird Key Rentals
From $544 per night (USD)VRBO
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $544 per night (USD)VRBO
From $231 per night (USD)Expedia
Historic Home with Hot Tub, Steps from Lido Beach - Ringling Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ringling Cottage by Lido Key Vacations Minimum stay duration of 7 days/nights Ringling Cottage by Lido Key Vacations ...
From $231 per night (USD)Expedia
From $463 per night (USD)VRBO
The Beach Bungalow - 205 “Siesta Key”
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
KEEP READING BELOW! THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME AND CONTAINS VERY USEFUL INFORMATION THAT YOU WON’T ...
From $463 per night (USD)VRBO
From $1309 per night (USD)Expedia
Lido Key Family Home with Waterslide & Rooftop Views Steps to Beach -Vitamin Sea
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 12
Vitamin Sea by Lido Key Vacations Vacation Rental License #VR22-00137 Welcome to Vitamin Sea, an elegant 8 bedroom, ...
From $1309 per night (USD)Expedia
From $1242 per night (USD)VRBO
Home with Waterslide, Heated Pool, Spa, Rooftop, Steps to Beach! - Sea The Light
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Sea The Light by Lido Key Vacations Vacation Rental License #VR22-00131 Minimum stay duration of 7 nights Welcome to ...
From $1242 per night (USD)VRBO
From $203 per night (USD)Expedia
Lido-Key- Tiny, Yet Charming Studio-B
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Lido-Key- Newly remodeled TINY Studio. 7-10 min walk to the beach and St.Armands Circle. Quaint main floor studio in a g ...
From $203 per night (USD)Expedia
From $252 per night (USD)VRBO
Couples Beach Getaway, 3 houses from the beach! - Summer Lovin'
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Lovin by Lido Key Vacations Vacation Rental License #VR23-00015 Summer Lovin by Lido Key Vacations is a charmi ...
From $252 per night (USD)VRBO
From $645 per night (USD)Expedia
Mermaids Oasis | Private Pool, Hot Tub, & 5 Minute Walk to St. Armands Circle & Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 Mermaid's Oasis | Pool, Hot Tub, Lanai + Walk to Lido Beach 💖 Why You'll Love This Home Just a 10-minute stroll fro ...
From $645 per night (USD)Expedia
From $165 per night (USD)VRBO
Gorgeous Lido Key condo - 6 minute walk to beach - Family Tides
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy your peaceful paradise in this gorgeous 2 BR, 2 BA retreat Professionally managed by Gulf Coast Vacation Rent ...
From $165 per night (USD)VRBO
From $1283 per night (USD)Expedia
Walk to St. Armands & Beach/Gulf Views/Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1283 per night (USD)Expedia
From $315 per night (USD)VRBO
Kingston Arms in Sarasota, FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Turnkey furnished rental in popular Kingston Arms, 1 beds, 1 bath, coastal decor, all tile throughout. This wonderful c ...
From $315 per night (USD)VRBO
From $642 per night (USD)Expedia
Shore Thing | Luxe Pool Oasis, Hot Tub, Siesta Key Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Imagine waking up in your own private coastal retreat. At Shore Thing, island serenity meets modern luxury—your dream Si ...
From $642 per night (USD)Expedia
From $533 per night (USD)VRBO
Walkable to Beach, Restaurants, Entertainment & More!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing Restaurants, Shopping & Entertainme ...
From $533 per night (USD)VRBO
From $214 per night (USD)Expedia
Lido Beach Retreat - Book your romantic escape today!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lido Beach Retreat by Tropical Sands Accommodations Minimum stay duration of 7 days/nights Welcome to Lido Beach Retr ...
From $214 per night (USD)Expedia
From $275 per night (USD)VRBO
Modern Beach Bungalow on Lido Key 1/2 mile from St Armands Circle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to room 120 at Lido Dorset Condominium! Nestled in beautiful Sarasota at Lido Key, this delightful & quaint cond ...
From $275 per night (USD)VRBO
From $914 per night (USD)Expedia
Dream Island | Walk to Lido Beach, Heated Pool & Spa, Pet Friendly Coastal Home
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 14
🌴 Dream Island | Walk to Lido Beach, Heated Pool & Spa, Pet Friendly Coastal Home 💖 Why You'll Love This Home Locate ...
From $914 per night (USD)Expedia
From $1659 per night (USD)VRBO
Brand New Home! Pool with spa and waterslide, near the beach - Seascape
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Seascape by Lido Key Vacations Vacation Rental License #VR24-00004 Minimum stay duration of 7 days/nights Welcome t ...
From $1659 per night (USD)VRBO
From $416 per night (USD)Expedia
Chic home with Pool near the Beach! - The Pink Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Pink Flamingo by Lido Key Vacations Vacation Rental License #VR24-00001 The Pink Flamingo by Lido Key Vacations is ...
From $416 per night (USD)Expedia
From $550 per night (USD)VRBO
Soak in the Siesta Sunshine! Rest and relax in your pool and spa!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
An Ascendia Group Property! This charming home offers a delightful coastal retreat on Siesta Key, perfect for those see ...
From $550 per night (USD)VRBO
From $2850 per night (USD)Expedia
Shore is Something | 5000sqft, Walk to Lido Beach, Bike to St Armand Circle
- Bedrooms:
- 11
- Bathrooms:
- 10
- Sleeps:
- 12
Welcome to Shore is Something, an extraordinary coastal haven where luxury and seaside charm converge to create an unfor ...
From $2850 per night (USD)Expedia
From $1156 per night (USD)VRBO
All Oar Nothing | Walk to Lido Key Beach, Heated Pool & Spa, Rooftop Views
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 10
All Oar Nothing | Walk to Lido Key Beach, Heated Pool & Spa, Rooftop Views 💖 Why You'll Love This Home All Oar Nothing ...
From $1156 per night (USD)VRBO
From $422 per night (USD)Expedia
Kingston Arms - Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A stay in paradise deserves a stay in luxury! This beautiful two bedroom (sleeps 6 max) home’s primary suite features ki ...
From $422 per night (USD)Expedia
From $491 per night (USD)VRBO
Reel Me In: Lido Key Rental with Private Pool, Walk to St. Armands & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Reel Me In by Lido Key Vacations VR23-00014 Minimum stay duration of 7 days/nights Welcome to Reel Me In, your perf ...
From $491 per night (USD)VRBO
From $551 per night (USD)Expedia
Modern 3 BR luxury pool home on Lido Key - A Shore Thing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to A Shore Thing. A Home to your tranquil piece of beach living paradise in this gorgeous 3 Bedroom, 3 Bath retr ...
From $551 per night (USD)Expedia
From $256 per night (USD)VRBO
Eclectic Cottage Condo Steps to Lido Beach & St. Armand's, Heated Pool, Spa, & Parking Included!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kingston Arms 1st Floor Cottage! Come enjoy paradise! Newly renovated and furnished! Kingston Arms on Li ...
From $256 per night (USD)VRBO
From $521 per night (USD)VRBO
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- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
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From $521 per night (USD)VRBO
From $186 per night (USD)VRBO
Perfect Downtown Space-Walk to Library, Theater, REstaurants & Shops!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
$99 Special, No-Frills, Basic, Efficient room about 200 sf. It's small, it's simple. Lower your expectations coming in ...
From $186 per night (USD)VRBO
From $246 per night (USD)VRBO
Lido Key condo w-private beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Condo in beautiful Lido Towers. Heated pool, Hot tub, Private beach access, Next to Ritz Carlton Beach club & famous Tik ...
From $246 per night (USD)VRBO
From $372 per night (USD)VRBO
Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 Hemingway House | Screened Lanai + Heated Pool 💖 Why You'll Love This Home This thoughtfully updated island retreat ...
From $372 per night (USD)VRBO
From $1222 per night (USD)Expedia
Walk to beautiful St. Armands/Beach-Pool w/Slide
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1222 per night (USD)Expedia
From $1268 per night (USD)VRBO
Walk to St. Armands and Lido Key Beach/Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1268 per night (USD)VRBO
From $210 per night (USD)Expedia
Lido Beachfront Condo | Ocean + Downtown Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Lido Beachfront Condo | Ocean + Downtown Views — a freshly remodeled coastal retreat with panoramic ...
From $210 per night (USD)Expedia
From $203 per night (USD)VRBO
Lido Key- quaint studio remodeled holiday cottage-A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lido Key- 5 min Walk to the beach & St Armands. Freshly remodeled tiny main floor studio in a Great location and afforda ...
From $203 per night (USD)VRBO
From $1944 per night (USD)Expedia
A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Casa Flamingo, a one-of-a-kind private waterfront estate set on nearly an acre at the coveted north end of Si ...
From $1944 per night (USD)Expedia
From $429 per night (USD)VRBO
Stylish Hidden Gem w/ Pool • Steps to Lido Beach & St. Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your Hidden Treasure on Lido Key Book this private 3-bedroom hideaway just a short stroll from Lido Beac ...
From $429 per night (USD)VRBO
From $438 per night (USD)Expedia
Sunset West | Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Sunset West - Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village ✨ Why You'll Love This Home Welcome to y ...
From $438 per night (USD)Expedia
From $326 per night (USD)VRBO
Kingston Arms 19A - Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing restaurants and Shopping. King-Si ...
From $326 per night (USD)VRBO
From $347 per night (USD)Expedia
Lido Key House- Ultimate Beach Escape, Steps from the beach & St. Armand's
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
NEWLY RENOVATED!!! Ready for the ultimate Lido Beach getaway? This charming unit offers the perfect launchpad for your F ...
From $347 per night (USD)Expedia
From $247 per night (USD)VRBO
Large Renovated Studio-Steps to beach and walk to St. Armand's
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
NEWLY RENOVATED!!! Ready to swap your shoes for flip-flops? Discover Mermaid For A Day, a vibrant studio unit on Lido Ke ...
From $247 per night (USD)VRBO
From $292 per night (USD)VRBO
LIDO BEACH/ST. ARMAND'S CIRCLE #104
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The apartment is located in the heart of Lido Key, a great place to enjoy outdoor adventures, incredible sunsets, world- ...
From $292 per night (USD)VRBO
From $371 per night (USD)VRBO
Siesta Key Vacation Property W/Heated Pool and Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 2 story house in a lush tropical setting with private pool, walled off property. The Sun is warm, ...
From $371 per night (USD)VRBO
From $266 per night (USD)VRBO
Lido Beach Getaway Condo Gulf Beach View, Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a beautiful one bedroom, one bath second floor condo in quiet building. It is Directly across the street from th ...
From $266 per night (USD)VRBO
From $449 per night (USD)VRBO
2B/2BA Direct Gulf Front Condo 3 Month Minimum AVAILABLE for 2026!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome home to The Lido Beach Club! Sitting on the 10th floor, this 1500+ sq. ft. fully-furnished unit is one of only 2 ...
From $449 per night (USD)VRBO
From $4666 per night (USD)VRBO
Castle on the Bay Estate-St. Armands-Lido Beach-6 BD-Pool-Spa, Boat-Jet Ski Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
This St. Armand's bayfront estate home has spectacular panoramic views of Sarasota Bay and the downtown city lights. Th ...
From $4666 per night (USD)VRBO
From $607 per night (USD)VRBO
4/2, Private Pool, Walk to St. Armands and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
From the eclectic décor to the convenient location, everyone who comes to Lido Beach Retreat on St. Armands Key will fin ...
From $607 per night (USD)VRBO
From $401 per night (USD)VRBO
Sarasota - Lido Key Beachfront condo. New Listing recently redecorated.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Still some limited availability for 2025 and 2026! Your Sarasota / Lido Key Oasis awaits! Newly painted and redecorate ...
From $401 per night (USD)VRBO
From $266 per night (USD)VRBO
Lido Beach Getaway Condo Gulf View Sarasota FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Location, Location, Location! Lido Beach and the beautiful turquoise water of the Gulf of Mexico is just steps out the ...
From $266 per night (USD)VRBO