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From $246 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
2
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 $246 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Resort-Style 2BR w Pool & Private Beach-Beach Club at Siesta Key #204C 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 $408 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Island House Beach Resort V35
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Cresc ...
From $392 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet 1 B/B retreat minutes from the beach located in center of a bird sanctuary
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Enjoy the perks of a stylish upscale hotel minutes from the beach, steps from the Shamrock Nature Preserve Park and in t ...
Click For Pricing
Expedia
From $229 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 $229 per night (USD)
VRBO
From $573 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 $573 per night (USD)
Expedia
From $792 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 $792 per night (USD)
VRBO
From $357 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 $357 per night (USD)
Expedia
From $755 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 $755 per night (USD)
VRBO
From $229 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 $229 per night (USD)
Expedia
From $248 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 $248 per night (USD)
VRBO
From $214 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 $214 per night (USD)
Expedia
From $909 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 $909 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Beautiful Vacation House Close to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2018 built 1750 sqft open space house in Venice East Neighborhood. Very quiet area. Grill and furniture on the patio and ...
From $276 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Headline
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Description
From $254 per night (USD)
VRBO
From $266 per night (USD)
Expedia
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 $266 per night (USD)
Expedia
From $133 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 $133 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
From $86 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 $86 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Paradise awaits!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Paradise awaits you! This spacious and recently renovated 2 bedroom and 2 bath condo is walking distance from Crescent b ...
From $270 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Palm Paradise: Near Siesta Key Beach, Heated Salt Water Pool by Gulf Coast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
SIESTA KEY PALM PARADISE is minutes away from the #1 beach in the US, with white quartz sand & the clear turquoise wate ...
From $375 per night (USD)
VRBO
From $135 per night (USD)
Expedia
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 $135 per night (USD)
Expedia
From $135 per night (USD)
VRBO
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 $135 per night (USD)
VRBO
From $991 per night (USD)
Expedia
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 $991 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Private pool House with Fountains & Beach Walkable
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Great news! We've quickly reopened after Milton! Restaurants, stores, our beach access & Historic downtown-all now open! ...
From $432 per night (USD)
VRBO
From $154 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 $154 per night (USD)
Expedia
From $904 per night (USD)
VRBO
Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
ROYAL PALM SUITE (sleeps 6 max), newly refurbished 3 bedroom luxury townhouse of sqft 1,850 over 3 floors, 2 kings and ...
From $904 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Beautifully renovated 1 Bedroom with Pool View/Inter-coastal, screened in Lanai
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
King in master, walk in shower, free wifi. Screened in patio off living room and bedroom for enjoying bay breezes with y ...
From $231 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Gulf View, Penthouse with Lanai, at Harbor Towers
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the beautiful sunset over the Gulf of Mexico in your penthouse screened-in lanai – and then start the morning with ...
From $308 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Tranquil 1 BR Bay View Newly remodeled with screened in Lanai
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a cup of coffee out on the lanai overlooking the marina and bay. This 4th floor, 1 bedroom condo has free cable an ...
From $235 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Island House Beach Resort 9S
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautifully appointed 2 bedroom, 2 bathroom features a primary ensuite with a king bed and the guest room features ...
From $458 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Ocean View 1 Bedroom Condo on Siesta Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Condo is located on the 4th floor at Harbor Towers Yacht & Racquet Club with a gulf view! This unit is recently renovat ...
From $210 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Siesta Key Water Front Condo ~ Your Home Away From Home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to condo #415 at the prestigious Harbor Towers Yacht and Racquet Club. Located on a beautiful marina overlooking ...
From $293 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $306 per night (USD)
Expedia
From $294 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 $294 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Active Coastal Getaway – 2BR Resort Condo at Beachplace #6-202 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA presents an inviting two-bedroom, two-bathroom condominium at Beachplace, featuring a king-sized master bed and two ...
From $239 per night (USD)
Expedia
From $472 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 $472 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Harbor Towers Siesta Key Great Summer Rates Available - Washer & Dryer In Unit!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
NEW KING SIZE BED AND FURNITURE HAVE BEEN ADDED IN MASTER BEDROOM. Relax and Vacation at the #1 Condo Available at the ...
From $277 per night (USD)
Expedia
From $727 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 $727 per night (USD)
VRBO
From $334 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 $334 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Island House Beach Resort V5
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Cresc ...
From $383 per night (USD)
VRBO
From $360 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 $360 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Horizons West #105 is a Beautiful Gulf Front 1 Br, 1 Ba Condo on Siesta Key,...
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Horizons West Unit 105 is a newly redecorated one bedroom, one bath condo with all new furnishings and decor. Unit 105 ...
From $318 per night (USD)
VRBO
From $386 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 $386 per night (USD)
Expedia
From $482 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 $482 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Tranquil 2BR Beachfront Condo on Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Serenity Your tranquil escape is found at the Serenity Beach Condo at the Beachfront Suites on Siesta Key. Enjoy your pe ...
From $380 per night (USD)
VRBO
From $318 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 $318 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Horizons West #103 - Luxury Fully Equiped Condo on America's Best Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 103 has been pro ...
From $329 per night (USD)
VRBO
From $164 per night (USD)
Expedia
NEWLY RENOVATED - Beachplace 4-104 2BR Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this first floor, Newly Renovated, walk down has views of the reflecting pond and fou ...
From $164 per night (USD)
Expedia
From $353 per night (USD)
VRBO
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 $353 per night (USD)
VRBO
From $260 per night (USD)
Expedia
2 Min Drive to Manasota Beach…The Hibiscus House
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
** February 2025 now available due to an unexpected cancellation - message us with any questions ** The Hibiscus House i ...
From $260 per night (USD)
Expedia
From $491 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 $491 per night (USD)
VRBO
From $438 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 $438 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Beachfront Venice Island Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 2 bedroom, 2 bath condo is located directly on the beach in Venice, Fl. It is totally updated, fully furni ...
From $196 per night (USD)
VRBO
Click For Pricing
Expedia
Beachplace Coastal Retreat – 2BR Condo w Pool & Private Beach # 3-102 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover your ideal beach retreat with RVA's offering of this charming two-bedroom, two-bathroom unit boasting partial G ...
Click For Pricing
Expedia
From $279 per night (USD)
VRBO
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 $279 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER 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 $209 per night (USD)
VRBO
Click For Pricing
VRBO
Gorgeous Sunset Perfect location overlooking Pool and Gulf beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful apartment timeshare for rent. Perfectly placed on the beach and overlooking the pool. Only steps away for Spe ...
Click For Pricing
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 $532 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 $532 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Wake Up to Turquoise Water - The Beach Club at Siesta Key #100D Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $462 per night (USD)
Expedia
From $187 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 $187 per night (USD)
VRBO
From $220 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 $220 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Tiny House Green Lifeguard Stand - sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Green Lifeguard Stand, sleeps five. With the convenience of a hotel, the comfort of a vacation home, and the co ...
From $184 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Siesta Key Beach Condo w/ water view & pool, half mile to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The unit faces the Inter-coastal waterway and the private Harbor Towers & Yacht club marina. Walk or drive to the beac ...
From $263 per night (USD)
Expedia
From $298 per night (USD)
VRBO
2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This condo faces west with wonderful water views from all rooms and breathtaking sunsets to watch from the enclosed lana ...
From $298 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Gulf-Front Luxury: 2BR Beachplace Condo on Longboat Key Unit 9-103 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA presents a charming two-bedroom, two-bathroom condominium at Beachplace boasting breathtaking Gulf front views. With ...
From $491 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Siesta Key Paradise – 1BR Condo with Balcony, Sunset Views & Beach Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The Property The best view on Siesta Key is found at the Dreamview Beach Front Condo. Find your romantic getaway at our ...
From $404 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Tropical 2BR Villa w/ Pool, Dock & Easy Beach Siesta Key Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The Property Escape to paradise at Siesta Garden Villa, a beautifully remodeled and exquisitely decorated 2-bedroom, 2-b ...
From $252 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Walk to Nokomis Beach. Quality, Cleanliness, Affordable. Cable TV, Full Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Seahorse Shores - 411 Shore Road - Two Bedroom Beach Villa Located 1/2 Mile From Nokomis Beach and Casey Key. Fabulous l ...
From $228 per night (USD)
VRBO
From $83 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 $83 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Beach Front - Gorgeous - A303 -Free WiFi and Boat Docks
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy the amazing view from this one bedroom unit on the 3rd floor of our A Building - the closest to Turtle Beach. ...
From $254 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Siesta Key Beach Condo ~ Water Views 2/2!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently renovated with a fully equipped kitchen, state-of-the-art appliances, beautiful bathrooms, and ceramic tile flo ...
From $280 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Super Clean 3 bdrm Home in Siesta Key with Boat Dock & Pool - Small Dogs Considered
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Bring your Boat!! Large 3 bedroom home with boat dock. Power is provided by the dock and there is a full outside shower ...
From $407 per night (USD)
VRBO
From $1386 per night (USD)
Expedia
Home Steps from Siesta Key Beach and Village with Waterslide! On The Rocks
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
On The Rocks by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Let the fun begin at On The Rocks! This ...
From $1386 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the enchanting Hide-A-Way Suite, a beautifully updated 1-bedroom, 1-bath ground-floor apartment offering 580 ...
From $310 per night (USD)
VRBO
From $262 per night (USD)
Expedia
UPDATED WITH STUNNING GULF VIEW
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy breathtaking views of the Gulf, Siesta Key Beach, and awesome sunsets from condo 418 after an enjoyable day at the ...
From $262 per night (USD)
Expedia
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VRBO
2 Bedroom, 2 Bath Penthouse with Panoramic Beach Views - ALL NEW!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Totally renovated during the winter of 2014-15, this is our second (see also VRBO Property #441689) all-new 2-bedroom, 2 ...
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VRBO
From $128 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 $128 per night (USD)
Expedia
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VRBO
Pet-Friendly Beach Home w/ Patio, 8 Mi to Shore
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pack your swimsuits and sunscreen for a wonderful coastal getaway to this Sarasota vacation rental! This family cottage ...
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VRBO
From $155 per night (USD)
Expedia
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 $155 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Breezy Sarasota Home w/ Private Pool Near Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Sarasota oasis awaits at this updated 3-bedroom, 2-bathroom vacation rental home! Located just 3 miles from the top ...
From $354 per night (USD)
VRBO
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Expedia
Luxury 3 Bed Home in Nokomis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This luxury 3 Bed home has everything you need for the perfect beach or golf trip. This home is only 6 years old and ha ...
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Expedia
From $198 per night (USD)
VRBO
Beautiful condo, remodeled 2021 with private access to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A spacious condo with2 bedrooms, 2 full bathrooms, lush tropical Courtyard view. Total remodel completed “21 Absolutel ...
From $198 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Sea la Vie | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sea la Vie, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remark ...
From $641 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sea Esta, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remarkab ...
From $678 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Circle Drive Venice Island Pool Home a Short Walk To Your Own Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Venice Island home is less than 2 blocks off the beach and has been a short term vacation rental for the past 14 yea ...
From $277 per night (USD)
Expedia
From $1352 per night (USD)
VRBO
Siesta Sea Life | Walking Distance to Siesta Key Beach & Village w/ Private Heated Pool!
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to Siesta Sea Life, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This r ...
From $1352 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Tiny House Blue Lifeguard - pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Over the bridge from Siesta Key and minutes away from dining & arts districts. With the convenience of a hotel, ...
From $196 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Island House Beach Resort V38
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Cresc ...
From $375 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Top Floor!! Beautifully renovated 2 bedroom, 2 bathroom Inter coastal view Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous Top floor Penthouse with views of the Intracoastal. Updated unit with closed in lanai. King in master bedroom a ...
From $303 per night (USD)
Expedia
From $284 per night (USD)
VRBO
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 $284 per night (USD)
VRBO
From $298 per night (USD)
Expedia
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities • Condo • Sleeps: 4 • Bedr ...
From $298 per night (USD)
Expedia
From $276 per night (USD)
VRBO
6th Floor --2 Bedroom, 2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $276 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Harbor Towers Gulf Facing 3/3 6th Floor Condo!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The perfect unit for a family vacation. Located at Harbor Towers Yacht & Racquet Club on Siesta Key, condo #628 has eve ...
From $389 per night (USD)
Expedia
From $301 per night (USD)
VRBO
2 Bedroom/2 Bath, North Bay View, On Your Own Private Harbor- Luxury on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The lanai is glass & screened enclosed and open to the living space, expanding it for all seasons. This home features a ...
From $301 per night (USD)
VRBO
From $285 per night (USD)
Expedia
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 $285 per night (USD)
Expedia
From $270 per night (USD)
VRBO
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 $270 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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 $307 per night (USD)
Expedia

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