Sarasota Area Rentals
From $381 per night (USD)VRBO
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)VRBO
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)VRBO
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)VRBO
From $336 per night (USD)Expedia
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)Expedia
From $303 per night (USD)VRBO
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)VRBO
From $475 per night (USD)Expedia
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)Expedia
From $390 per night (USD)VRBO
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)VRBO
From $267 per night (USD)Expedia
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)Expedia
From $839 per night (USD)VRBO
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)VRBO
From $1438 per night (USD)Expedia
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)Expedia
From $643 per night (USD)VRBO
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)VRBO
From $635 per night (USD)Expedia
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)Expedia
From $300 per night (USD)VRBO
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)VRBO
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)VRBO
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)VRBO
From $268 per night (USD)Expedia
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)Expedia
From $257 per night (USD)VRBO
Hidden Sandy cove walking distance to village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Florida charm awaits you just a short stroll to Siesta Key Village for shopping or casual and fine dining and a few minu ...
From $257 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 $222 per night (USD)Expedia
Popular Private pool House! Venice Island! Interior Designer Gem
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fantastic Venice Island location on quiet street! Our talented interior designer created this stunning 3-bedroom private ...
From $222 per night (USD)Expedia
From $137 per night (USD)VRBO
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)VRBO
From $1107 per night (USD)Expedia
⭐️ 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)Expedia
From $490 per night (USD)VRBO
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)VRBO
From $354 per night (USD)Expedia
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)Expedia
From $304 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 $304 per night (USD)VRBO
From $482 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 $482 per night (USD)Expedia
From $1158 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 $1158 per night (USD)VRBO
From $380 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 $380 per night (USD)Expedia
From $390 per night (USD)VRBO
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)VRBO
From $355 per night (USD)Expedia
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)Expedia
From $342 per night (USD)VRBO
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)VRBO
From $410 per night (USD)Expedia
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)Expedia
From $411 per night (USD)VRBO
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)VRBO
From $361 per night (USD)Expedia
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)Expedia
From $443 per night (USD)VRBO
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)VRBO
From $341 per night (USD)Expedia
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 $341 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 $378 per night (USD)Expedia
Centrally Located Condo with Amazing Pool a Block from SK Village, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
343 Canal Rd - Imagine sunning yourself by the best pool on Siesta Key. This downstairs, 2/2, unit is completely update ...
From $378 per night (USD)Expedia
From $430 per night (USD)VRBO
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)VRBO
From $960 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 $960 per night (USD)Expedia
From $249 per night (USD)VRBO
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)VRBO
From $362 per night (USD)Expedia
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)Expedia
From $206 per night (USD)VRBO
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)VRBO
From $253 per night (USD)Expedia
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 $253 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
From $280 per night (USD)VRBO
Condo#418 UPDATED WITH STUNNING GULF VIEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 throu ...
From $280 per night (USD)VRBO
From $139 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 $139 per night (USD)Expedia
From $130 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 $130 per night (USD)VRBO
From $234 per night (USD)Expedia
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 $234 per night (USD)Expedia
From $344 per night (USD)VRBO
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 17 yea ...
From $344 per night (USD)VRBO
From $243 per night (USD)Expedia
Quiet South Venice Getaway, Mins to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
SUN, SAND, AND PREHISTORIC SHARK TEETH — MINUTES AWAY Welcome to our quiet, family-friendly 3-bedroom South Venice retr ...
From $243 per night (USD)Expedia
From $390 per night (USD)VRBO
Island House Beach Resort V38
- 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)VRBO
From $378 per night (USD)Expedia
Siesta Key Condo with Pool a Block from Bars and Restaurants, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
342B Canal Rd - Spend your vacation a short walk away from the #1 Beach in the United States and the charming Siesta Vil ...
From $378 per night (USD)Expedia
From $377 per night (USD)VRBO
Lovely Pet Friendly Condo a Block from Siesta Key Village, Two Pools & Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5213B Calle Menorca - Ready to stay at the best location in the Siesta Key village? 5213 B Calle Menorca is one of four ...
From $377 per night (USD)VRBO
From $380 per night (USD)Expedia
Pet Friendly Condo with Amazing Pool, a Five Minute Walk to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
345 Canal Rd - This upstairs 2/2 unit is beautifully remodeled and furnished with a fully equipped kitchen, cable TV, Wi ...
From $380 per night (USD)Expedia
From $375 per night (USD)VRBO
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5209A Calle Menorca - It does not get any better than this location! 5209 A Calle Menorca is one of four condos, on the ...
From $375 per night (USD)VRBO
From $378 per night (USD)Expedia
Comforts of Home in Condo w/ Pool a Block from Siesta Key Village, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
342A Canal Rd - Fair warning, you will fall in love the moment you step inside this charming 2/2 downstairs unit located ...
From $378 per night (USD)Expedia
From $378 per night (USD)VRBO
Pet Friendly Condo with Pool, a Block from Siesta Key Village, 3 Blocks to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
321 Canal Rd - Your perfect Siesta Key vacation awaits. This charming 2/2, downstairs unit is located in the equally ch ...
From $378 per night (USD)VRBO
From $378 per night (USD)Expedia
Pet Friendly Condo with Amazing Pool, a Five Minute Walk to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
335 Canal Rd - This upstairs 2/2 unit has been remodeled and tastefully furnished to give a relaxing, beachy vibe. Enjo ...
From $378 per night (USD)Expedia
From $426 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 $426 per night (USD)VRBO
From $2579 per night (USD)Expedia
Steps to Beach/Siesta Village-Resort Pool w/Slide
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $2579 per night (USD)Expedia
From $422 per night (USD)VRBO
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This exceptional GROUND FLOOR, recently renovated, condo Y101, is one of the most desirable condos in Sarasota Ssrf & R ...
From $422 per night (USD)VRBO
From $200 per night (USD)Expedia
Quiet Tropical DTWN 5 Star Home near>Sarasota Legacy Bike Trl & Trolley to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your tropical oasis in the City Welcome to your beautifully updated charming bungalow nestled in a quiet downtown neig ...
From $200 per night (USD)Expedia
From $306 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 $306 per night (USD)VRBO
From $409 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 $409 per night (USD)Expedia
From $267 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 $267 per night (USD)VRBO
From $223 per night (USD)Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile to City Center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Licensed Sarasota Vacation Rental – CERT #VR24-00026 This 3-bedroom, 2-bath classic 1950s Florida home has recently und ...
From $223 per night (USD)Expedia
From $412 per night (USD)VRBO
PALM BAY 5th floor ON THE BEACH Sunsets 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 $412 per night (USD)VRBO
From $241 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 $241 per night (USD)Expedia
From $245 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 $245 per night (USD)VRBO
From $204 per night (USD)Expedia
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 $204 per night (USD)Expedia
From $133 per night (USD)VRBO
Close to Siesta Beach # 1 in Usa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute and clean one bedroom, one bath just minutes to the white sand Siesta Key Beach number ONE in USA . Close to shoppi ...
From $133 per night (USD)VRBO
From $261 per night (USD)Expedia
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 home was completely renovated in early 2021. It’s located in a quiet neighborhood just m ...
From $261 per night (USD)Expedia
From $113 per night (USD)VRBO
Bright, cozy studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. The studio is located on the second floor, so you will ne ...
From $113 per night (USD)VRBO
From $137 per night (USD)Expedia
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 $137 per night (USD)Expedia
From $304 per night (USD)VRBO
Beachside home with pool and beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The beauty of Siesta Key is renowned throughout the world and the charms found in our Siesta Beach House, Cottage B, ref ...
From $304 per night (USD)VRBO
From $276 per night (USD)Expedia
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 $276 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $390 per night (USD)Expedia
Island House Beach Resort V28
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island House Beach Resort – Siesta Key, Florida (Crescent Beach) This beautifully appointed 2-bedroom, 2-bathroom villa ...
From $390 per night (USD)Expedia
From $173 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 $173 per night (USD)VRBO
From $490 per night (USD)Expedia
Island House Beach Resort 10S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, a guest ...
From $490 per night (USD)Expedia
From $235 per night (USD)VRBO
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 $235 per night (USD)VRBO
From $214 per night (USD)Expedia
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION IN VENICE
- 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 $214 per night (USD)Expedia
From $254 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 $254 per night (USD)VRBO
From $290 per night (USD)Expedia
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 $290 per night (USD)Expedia