Sarasota Area Rentals
From $266 per night (USD)VRBO
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
*** UPDATE January 2025 - We recently did a major update to our property. We addressed all issues from our previous gu ...
From $266 per night (USD)VRBO
From $748 per night (USD)Expedia
⭐️ Elegant 2 BR + Den, Heated Pool, Steps to Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect getaway! This recently remodeled ground-floor apartment features a washer/dryer, dishwasher, mic ...
From $748 per night (USD)Expedia
From $157 per night (USD)VRBO
Newly renovated cozy and modern 2 bed. appartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy beautiful Sarasota while staying in our cozy, fully renovated 2 bedroom apartment in duplex home . Close to many a ...
From $157 per night (USD)VRBO
From $465 per night (USD)Expedia
Island House Beach Resort 18S
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This beautifully appointed 1-bedroom, 2-bathroom condo offers comfort, style, and spectacular Gulf views. The spacious p ...
From $465 per night (USD)Expedia
From $318 per night (USD)VRBO
Cozy cottage on Casey Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully decorated 1 bedroom 1 bath bay side condo with private beach access. Full kitchen and dining bar with barsto ...
From $318 per night (USD)VRBO
From $478 per night (USD)Expedia
The Beach Club at Siesta Key #106A 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 $478 per night (USD)Expedia
From $473 per night (USD)VRBO
Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A 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 $473 per night (USD)VRBO
From $457 per night (USD)Expedia
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E 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 $457 per night (USD)Expedia
From $392 per night (USD)VRBO
Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the modern design and relaxing comfort of this newly renovated 2BR 2Bath quadplex unit, just a few mins from ...
From $392 per night (USD)VRBO
From $473 per night (USD)Expedia
Blue Seas & Sand 2BR Beach Club Siesta 200C 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 $473 per night (USD)Expedia
From $416 per night (USD)VRBO
Steps to Siesta Key beach, restaurants and shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Overlooking the large, heated pool and just a few steps to the famous white sands of Siesta Key Beach, Unit 410 is an is ...
From $416 per night (USD)VRBO
From $634 per night (USD)Expedia
Newly Renovated Large 4BR w/ Pool - Walk to Gated beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated gated beach access apartment with a pool. This is a four bedroom and two bath apartment that makes up on ...
From $634 per night (USD)Expedia
From $540 per night (USD)VRBO
Beachfront Luxury Condo. Best View on Siesta Key Beach - no streets to cross!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make your next vacation one to remember forever by booking a stay in the Sea Shell Penthouse Condo. This beachfront cond ...
From $540 per night (USD)VRBO
From $468 per night (USD)Expedia
2BR Beach & Trolley–Beach Club Siesta 204B 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 $468 per night (USD)Expedia
From $391 per night (USD)VRBO
First Lido - New pool deck, and landscaping, New elevator, Freshly painted
- 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 $391 per night (USD)VRBO
From $653 per night (USD)Expedia
Coral Breeze | Pet Friendly Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 Coral Breeze | Private Pool + Walk to Siesta Key Village 💖 Why You'll Love This Home Sunshine, swaying palms, and ...
From $653 per night (USD)Expedia
From $461 per night (USD)VRBO
Spacious 2BR Close to World-Famous Sand Beach Club at Siesta Key #102A by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Beach Club at Siesta Key by RVA Resort Vacations – Your Coastal Escape Awaits Discover the breathtaking beauty of ...
From $461 per night (USD)VRBO
From $442 per night (USD)Expedia
Tropical Waters & Sunsets–Beach Club Siesta 106B 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 $442 per night (USD)Expedia
From $378 per night (USD)VRBO
Spacious Updated 7 Min to Beach. Loaded w/amenities Private and fenced yard PETS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Spacious 1,700 Sq Ft Coastal Retreat 🦩 Experience total relaxation in this fully renovated home, perfectly designed fo ...
From $378 per night (USD)VRBO
From $932 per night (USD)Expedia
Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Casa Van Lopik 100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and enterta ...
From $932 per night (USD)Expedia
From $676 per night (USD)VRBO
Gertrudes Siesta Village Properties - short walk to Siesta's best beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Gertrude's Village Properties Two properties in the top location on the island with 4 patios and private gate into world ...
From $676 per night (USD)VRBO
From $597 per night (USD)Expedia
Stunning Gulf Views From Horizons West #704, a 2B, 2B on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located in the centre of the high rise on the 7th floor, the views from the lanai are directly to the garden, pool, the ...
From $597 per night (USD)Expedia
From $477 per night (USD)VRBO
Gulf Waters-Beach Club at Siesta Key 108D 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 $477 per night (USD)VRBO
From $288 per night (USD)VRBO
A Prime Location..St Armand's circle, Lido Beach, Shopping, Dinning and Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If walks down the white quartz sands of Lido Beach and strolling around St Armands Circle sound like time well spent, th ...
From $288 per night (USD)VRBO
From $340 per night (USD)VRBO
The Casa Coco | Garden : Modern and relaxing home with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you see a gap in our calendar you are interested in send us an inquiry. If your dates are not available Check our ot ...
From $340 per night (USD)VRBO
From $324 per night (USD)VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $324 per night (USD)VRBO
From $479 per night (USD)VRBO
Breathtaking Turquoise Gulf Water-The Beach Club at Siesta Key #104D 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 $479 per night (USD)VRBO
From $3588 per night (USD)Expedia
Rare private beachfront estate on the Gulf.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Wake each morning to the soft rhythm of waves and step out onto a stretch of pristine, powdery sand your own private esc ...
From $3588 per night (USD)Expedia
From $249 per night (USD)VRBO
Beachplace 7-404 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents a delightful two-bedroom, two-bathroom unit at Beachplace, featuring a king-sized master bedroom and two tw ...
From $249 per night (USD)VRBO
From $357 per night (USD)Expedia
Coastal Tropical Oasis With Salt Water Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our home is the perfect spot for a getaway with friends, relaxing family vacation Our goal is for our guests to feel lik ...
From $357 per night (USD)Expedia
From $479 per night (USD)VRBO
At Sun Sea Terrace | Luxury Siesta Key Condo w/ Heated Pool, Short Walk to Beach and Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
🌴 At Sun Sea Terrace | Rooftop Views + Steps to Siesta Beach & Village 💖 Why You'll Love This Home Start your morning ...
From $479 per night (USD)VRBO
From $717 per night (USD)Expedia
Hidden Treasure | Located on Siesta Key w/ Private Heated Pool/Hot Tub & Spacious Outdoor Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Siesta Key's Hidden Treasure – A Peaceful, Private Island Retreat Welcome to Siesta Key's Hidden Treasure, a ...
From $717 per night (USD)Expedia
From $420 per night (USD)VRBO
Location! Location! Location! Steps to Siesta Key Beach and many shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and inviting, this 2 bedroom, 2 bath condo has to be experienced to be believed! Located just steps from the famo ...
From $420 per night (USD)VRBO
From $313 per night (USD)Expedia
Heated Pool in Luxurious home, 3 minutes to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
High End Spacious Home in the best laid back part of Florida's Gulf coast. Right on the border between Venice and Englew ...
From $313 per night (USD)Expedia
From $280 per night (USD)VRBO
Condo# 119 Beautifull updated Condo Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This unit has private WIFI and is appointed in cheerful clean modern decor and the patio opens just steps to the pool. T ...
From $280 per night (USD)VRBO
From $169 per night (USD)Expedia
*** Downtown Bungalow ***Beaches / Restaurants / Cafes***Just Minutes away!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***VR24-00150***This charming cottage is the perfect place for your stay in downtown Sarasota. The space: This two b ...
From $169 per night (USD)Expedia
From $416 per night (USD)VRBO
Best location on Siesta Key/Crescent Beach - just steps to the water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful two-bedroom condo is located just steps from the world-famous white sands of Siesta Key Beach. That mean ...
From $416 per night (USD)VRBO
From $3265 per night (USD)Expedia
The Hummingbird | Located in Siesta Key Village w/ Private Pool, Walk to Beach!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
The Hummingbird | 6BR/6BA | Sleeps 20 | Private Heated Pool | Heart of Siesta Key Village 🌴 Why You'll Love This Home ...
From $3265 per night (USD)Expedia
From $674 per night (USD)VRBO
❤️ Charming Coastal Pool Home - 1 Mile to Siesta Key - Relax & Unwind
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Sarasota Sanctuary Awaits Welcome to your private coastal retreat. This beautifully refurbished 3-bedroom, 2-bath ...
From $674 per night (USD)VRBO
From $565 per night (USD)Expedia
❤️ Lovebirds' Retreat - Steps to Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from Siesta Key Beach, this 1BR/2BA townhouse is perfect for two. Enjoy 2 balconies with sunset views of the beac ...
From $565 per night (USD)Expedia
From $228 per night (USD)VRBO
2bed 2 bath sleeps 5 .. 3 smart TVs.. fully refurbished Very Close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
RENOVATED 2025 2 BED, 2 BATH CONDO 1st floor parking right outside WI-FI and smart tvs ...
From $228 per night (USD)VRBO
From $149 per night (USD)Expedia
Luxurious Living Steps to Lido Beach & Walking Distance to St. Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Freshly updated/painted condo with luxurious furnishings and steps to the Gulf of Mexico on exclusive Lido Key. This con ...
From $149 per night (USD)Expedia
From $135 per night (USD)VRBO
Amazing View - On Golf Course - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Highly sought after condo in Farmington Vistas. Newly furnished property perfect for extended vacation and/or leisure. ...
From $135 per night (USD)VRBO
From $218 per night (USD)Expedia
Harbor Towers Yacht & Racquet Club Corner Suite: 4th Floor Bay & Pool Views & Great Workspaces
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Harbor Towers Yacht & Racquet Club 4th Fl Pool & Bay Views End Unit! Experience elevated island living i ...
From $218 per night (USD)Expedia
From $1473 per night (USD)VRBO
Honeysuckle | Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
🌴 Honeysuckle | 3 King/Queen Bedrooms + Dual Kitchens | 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Hon ...
From $1473 per night (USD)VRBO
From $381 per night (USD)Expedia
GULF SIDE - Peaceful Private Condo, 2BR/2BA, Siesta Key Jamaica Royale #100
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Direct Gulf of America access · Jamaica Royale Condominiums · Siesta Key, Florida · Sleeps up to 6 · 3 heated pools · Fr ...
From $381 per night (USD)Expedia
From $614 per night (USD)VRBO
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 $614 per night (USD)VRBO
From $145 per night (USD)Expedia
Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
2 week rental minimum from April through December. January, February March, are monthly rentals please select the first ...
From $145 per night (USD)Expedia
From $336 per night (USD)VRBO
The Casa Coco | Coronado: Updated home, Heated pool close to S. Venice beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you see a gap in our calendar you are interested in send us an inquiry. If your dates are not available Check our ot ...
From $336 per night (USD)VRBO
From $303 per night (USD)Expedia
Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a peaceful waterfront retreat at this ground-floor condo in the gated Siesta Gulf & Bay Bayside community, loca ...
From $303 per night (USD)Expedia
From $475 per night (USD)VRBO
2BR Beach Style w Pool Beach Club Siesta 204C 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 $475 per night (USD)VRBO
From $390 per night (USD)Expedia
Island House Beach Resort V35
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
House Beach Resort – Siesta Key, Florida (Crescent Beach) This beautifully appointed 2-bedroom, 2-bathroom villa offers ...
From $390 per night (USD)Expedia
From $267 per night (USD)VRBO
Walk to the #1 Beach in America, Offers Heated community Pool, Free Wi-Fi
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this tw ...
From $267 per night (USD)VRBO
From $839 per night (USD)Expedia
Lantana | Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
🌴 Lantana | Heated Pool + 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Slip into vacation mode at Lantan ...
From $839 per night (USD)Expedia
From $1438 per night (USD)VRBO
Mandevilla | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
🌴 Mandevilla | 2 Balconies + 3 King Suites | 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Mandevilla com ...
From $1438 per night (USD)VRBO
From $643 per night (USD)Expedia
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
"🌴 Mimosa | Heated Pool + 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Nestled just steps from Siesta Ke ...
From $643 per night (USD)Expedia
From $635 per night (USD)VRBO
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🌴 Vinca | Top-Floor Hideaway + Balcony | 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Tucked just above ...
From $635 per night (USD)VRBO
From $300 per night (USD)Expedia
Modern Bright Contemporary Design 2,400 SF of comfort with Salt Pool & Spa, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the vibrant landscape of Florida Sun Coast, this 2400-square-foot residence welcomes you with a perfect blen ...
From $300 per night (USD)Expedia
From $304 per night (USD)VRBO
Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to LIME ON GREEN! CLEAN! Entire 2, 1 home centrally located between Sarasota & Venice. Siesta Key & Nokomis Beac ...
From $304 per night (USD)VRBO
From $231 per night (USD)Expedia
Bright Home: Pool Access & Screened-In Porch!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Mixing resort amenities with homey surroundings, this vacation rental offers the best of both worlds. Stay at this 1-bed ...
From $231 per night (USD)Expedia
From $268 per night (USD)VRBO
Unit 103- Paradise Awaits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to La Siesta 103! Newly renovated and completely furnished with an upscale beachy vibe. Enjoy your favorite be ...
From $268 per night (USD)VRBO
From $123 per night (USD)VRBO
SUNNY PARADISE VACATION-GRAND PARADISO VENICE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO SUNNY PARADISE VACATION RENTAL This beautiful, designer decorated 3 bedroom 2.5 bathroom townhouse is yours ...
From $123 per night (USD)VRBO
From $498 per night (USD)VRBO
Beach Location - Luxury Villa with Pool, Walk to Beach and Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful luxury townhouse located on Siesta Key . Dr. Beach has named Siesta Key Beach as the #1 beach in the ...
From $498 per night (USD)VRBO
From $137 per night (USD)VRBO
~ Cozy In-law Apartment Close to Siesta Key ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
~ Cozy In-law Apartment Close to Siesta Key ~ . Cozy Private Apartment connected to our home, with a separate entrance a ...
From $137 per night (USD)VRBO
From $384 per night (USD)VRBO
Paradise awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise awaits you! This spacious and beautifully renovated 2 bedroom and 2 bath condo is walking distance from Crescen ...
From $384 per night (USD)VRBO
From $452 per night (USD)Expedia
Palm Paradise Oasis: Heated Saltwater Pool by Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Siesta Key | Palm Paradise - is minutes away from the #1 beach in the US, with white quartz sand & the clear turquoise ...
From $452 per night (USD)Expedia
From $165 per night (USD)VRBO
Amazing View - On Golf Course - Top Floor - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $165 per night (USD)VRBO
From $188 per night (USD)Expedia
Amazing View - 2 Bed 2 Bath Condo with Great Golf Course View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $188 per night (USD)Expedia
From $1139 per night (USD)VRBO
Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌴 Plumbago | 2 King Suites + Balcony | 0.2 Miles to Siesta Key Beach 💖 Why You'll Love This Home Perched above Siesta ...
From $1139 per night (USD)VRBO
From $137 per night (USD)Expedia
Amazing View - On Golf Course - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $137 per night (USD)Expedia
From $1107 per night (USD)VRBO
⭐️ Luxury Coastal Retreat, 60 Steps to World-Famous Siesta Key Beach! ⭐️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Beachside Retreat Welcome to your Siesta Key escape, just steps from the famous Public Beach. This spacious 1,85 ...
From $1107 per night (USD)VRBO
From $490 per night (USD)Expedia
Island House Beach Resort 9S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along w ...
From $490 per night (USD)Expedia
From $354 per night (USD)VRBO
Drift & Dune – Longboat Beachfront #101 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 $354 per night (USD)VRBO
From $304 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 $304 per night (USD)Expedia
From $482 per night (USD)VRBO
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 $482 per night (USD)VRBO
From $1158 per night (USD)Expedia
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 $1158 per night (USD)Expedia
From $380 per night (USD)VRBO
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 $380 per night (USD)VRBO
From $390 per night (USD)Expedia
Island House Beach Resort V5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island House Beach Resort – Siesta Key, Florida Villa on Crescent Beach Welcome to paradise at the Island House Beach R ...
From $390 per night (USD)Expedia
From $355 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 $355 per night (USD)VRBO
From $342 per night (USD)Expedia
Horizons West #105 is a Beautiful Gulf Front 1 Br, 1 Ba Condo on Siesta Key, #1 Beach In The Usa!
- 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 ...
From $342 per night (USD)Expedia
From $410 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 $410 per night (USD)VRBO
From $411 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 $411 per night (USD)Expedia
From $361 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 $361 per night (USD)VRBO
From $443 per night (USD)Expedia
Siesta Key Beach Views – 2BR Oceanfront
- 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 $443 per night (USD)Expedia
From $246 per night (USD)VRBO
RENOVATED 2/2 Condo LBK, Pool, Fitness, Tennis
- 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 $246 per night (USD)VRBO
From $306 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 $306 per night (USD)Expedia
From $527 per night (USD)VRBO
Beautiful home on an 18 holes golf course
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful bright house with total privacy from neighbors and golfers is waiting for you to open its doors. This house w ...
From $527 per night (USD)VRBO
From $392 per night (USD)Expedia
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 $392 per night (USD)Expedia
From $202 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 $202 per night (USD)VRBO
From $430 per night (USD)Expedia
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SPRING SEASON SALE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 BR, 2 BA, sleeps large family, heated pool-jacuzzi, free WIFI, across lake POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FL ...
From $430 per night (USD)Expedia
From $960 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 $960 per night (USD)VRBO
From $249 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 $249 per night (USD)Expedia
From $362 per night (USD)VRBO
1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit #100D at The Beach Club – 1BR Pool-View Condo on Siesta Key Experience the best of Siesta Key vacation rentals at ...
From $362 per night (USD)VRBO
From $206 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 $206 per night (USD)Expedia
From $341 per night (USD)VRBO
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 $341 per night (USD)VRBO
From $476 per night (USD)Expedia
Romantic 1BR - Siesta Key Beach Sunset View
- 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 $476 per night (USD)Expedia
From $296 per night (USD)VRBO
Mid Century Siesta Key Escape • 2BR Villa w/ Pool & Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Property Find your escape on Siesta Key at Siesta Garden Villa. Siesta Garden Villa is a private stand-alone single ...
From $296 per night (USD)VRBO
From $103 per night (USD)Expedia
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 $103 per night (USD)Expedia
From $691 per night (USD)VRBO
Stylish Siesta Key Canal Home w/ Private Pool & Boat Dock - Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your freshly reimagined Siesta Key retreat — a beautifully remodeled waterfront home on the Grand Canal, comp ...
From $691 per night (USD)VRBO
From $466 per night (USD)Expedia
🌷Steps to Siesta Beach, Chic Studio, Pool & Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright & Stylish Retreat This beautifully designed open-concept home blends modern comfort with elegant style. Relax in ...
From $466 per night (USD)Expedia