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From $227 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $227 per night (USD)
VRBO
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Expedia
Siesta Key Old Florida Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Magical, with in a Tree filled almost 2 acres on the bay sits Your Retreat, Your paradise includes a 3 bedroom 2 bath o ...
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Expedia
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VRBO
NEW! Nokomis Seasonal Rental Jan-Mar
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
JUST LISTED! Mothly Rentals. Currently Available May-Oct Amazing Private 1000 Sq.Ft, One Bedroom Apartment . 1 Mile ...
Click For Pricing
VRBO
From $1789 per night (USD)
Expedia
Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/ Rain Curtain
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
Blue Paradise by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Blue Paradise - a six-bed ...
From $1789 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1020
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1020. A stones throw from the Siesta Key bea ...
From $342 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1010
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
5 Star Villa Holidays is proud to present Siesta Key Apartment 1010. Make Siesta Key your summer destinatio ...
From $500 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1014
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1014. Your dream vacation awaits you inside t ...
From $328 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1031
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1031. Let adventure take the front seat as yo ...
From $352 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Rent the Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1022
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1022. Your dreams of a luxurious vacation hav ...
From $526 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1006
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1006. Welcome to this 2 bedroom 2 bathroom va ...
From $329 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Luxury Contemporary Style Apartment on The Anchorage, Siesta Key Apartment 1001
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1001. Setting your travel sights on scenic Sie ...
From $387 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Condo on The Anchorage, Siesta Key Condo 1002
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1002. If you’re the type of traveler that can’t w ...
From $323 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1025
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1025. Your vacation begins as soon as you ste ...
From $355 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Luxury Private Condo on The Anchorage, Siesta Key Condo 1024
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1024. In quaint Siesta Key you’ll find gorgeous b ...
From $348 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1016
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1016. Warm natural light fills this home maki ...
From $399 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1018
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1018. Bask in the ambiance of a true home whe ...
From $330 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1019
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1019. Welcome to this pristine 2 bedroom, 2 b ...
From $320 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Rent this Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1008
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1008. Bright colors and warm neutrals fill th ...
From $315 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1009
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1009. Just steps from the water and minutes f ...
From $340 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Siesta Sol Bungalow, Relax by Siesta Key Beach 6 min drive in Gulf Gate Estates
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Siesta Sol Bungalow | Mid-Century Modern Retreat Near Beaches, Dining, and Entertainment Welcome to Siesta Sol Bungalow ...
From $337 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Longboat Key Escape–Resort Pool + Ocean: Beachplace Condo # 7-102 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beachplace 7-102, a nicely decorated two-bedroom, two-bath unit at Beachplace that includes direct, private w ...
From $318 per night (USD)
VRBO
From $1212 per night (USD)
Expedia
Private Gated Home in Siesta Village, Heated Pool & Pool Table - The Hideaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
The Hideaway by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties ...
From $1212 per night (USD)
Expedia
From $463 per night (USD)
VRBO
4bd/3bth Renovation With Heated Pool near Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
From $463 per night (USD)
VRBO
From $121 per night (USD)
Expedia
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
<p>Close to sailing, windsurfing, and more, this pet-friendly apartment brings it all within reach. With the property's ...
From $121 per night (USD)
Expedia
From $121 per night (USD)
VRBO
Amazing Renovated Studio in Sarasota!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 bed room, 1 bathroom, private entrance, wifi access, beautiful pool view, very close to restaurants and shopping cente ...
From $121 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Waterfront/Pool mins to Siesta Key Beach- bikes/kayaks/SUPs incl-paddle to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WATERFRONT PROPERTY - View the Gulf in our waterside rocking chairs and lanai!! Everything you need for a vacation or sh ...
From $375 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Cute home, close to beaches. Fishing equipment, golf clubs, bicycles supplied.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This large & spacious home is a great base for visiting the Venice area. Formal living room & dining room plus family ro ...
From $190 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Beautiful renovated 4th floor Condo across the street from Lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 4th floor condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/h ...
From $174 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Gulf front, 3rd floor, 2 bdr- A302 gorgeous view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnifi ...
From $302 per night (USD)
VRBO
Click For Pricing
Expedia
Ground floor Lake view 2 bed 2 bath Pool tennis Pickle ball Gated community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Extensively remodeled ground floor condo in a gated community just 6 miles from the number 1 beach in the USA Lake views ...
Click For Pricing
Expedia
From $386 per night (USD)
VRBO
The Palm Bay club Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to b ...
From $386 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
Crystal Sands Tower Unit 1109 - Beachfront
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Unique... Highly desirable 4 bedroom unit in Crystal Sands on Siesta Key. Very rare 4 bedroom beachfront condo with a d ...
From $1010 per night (USD)
Expedia
From $672 per night (USD)
VRBO
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
🌴 Endless Views | Rooftop Balcony + 3-Min Walk to Siesta Key Beach 💖 Why You'll Love This Home Wake up to sweeping co ...
From $672 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Updated,Sunny Cottage🌴near famous beaches🏝half mile to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
From $194 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Grand Villa with Pool in Venice, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dramatic two-story Tuscan-style villa in the heart of South Venice. You'll love the tall ceilings, stained glass window ...
From $240 per night (USD)
VRBO
From $996 per night (USD)
Expedia
Eclectic Sarasota Spiritual Oasis - Pool, BBQ, Firepit & Short Walk to the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Bohemian Bungalow! Spiritual Oasis! This is the perfect location for those who have a flair for the heal ...
From $996 per night (USD)
Expedia
Click For Pricing
VRBO
Contemporary Coastal Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The cool and calming coastal feel of this mid-century modern home will set the scene for your next relaxing vacation her ...
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VRBO
From $465 per night (USD)
Expedia
Beachfront Condo at Siesta Breakers | Gulf Views | 2nd Floor | Renovated | Tennis & Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $465 per night (USD)
Expedia
From $1560 per night (USD)
VRBO
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!
Bedrooms:
8
Bathrooms:
8
Sleeps:
24
Point Break by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties - Th ...
From $1560 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Charming Private Beach in one of the last remaining “Old Florida” regions of the Gulf Coast on North Manasota Key at th ...
From $611 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Bali Hai House | Charming Siesta Key Waterfront Home with Heated Pool, Patio & Easy Beach Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Bali Hai House – A Stunning Waterfront Retreat on Siesta Key Discover your own slice of paradise at Bali Hai ...
From $642 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $200 per night (USD)
Expedia
From $229 per night (USD)
VRBO
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $229 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Walk to Beach | Heated Pools | Highly Rated | Guest Favorite | Lanai | Tennis and Pickleball | Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $330 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $190 per night (USD)
VRBO
From $207 per night (USD)
VRBO
2 Bed w/ Private Pool on Canal/Cul-de-sac, minutes from the Beach, Dog friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This home is bright, open, airy, and clean - the perfect place to relax and unwind. The location is just 2.5 miles from ...
From $207 per night (USD)
VRBO
From $1127 per night (USD)
VRBO
Isla Amor | Escape to a Luxury Waterfront Home with Heated Pool & Stunning Views in Siesta Key
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
🌴 Isla Amor | Waterfront Oasis + 0.3 Miles to Siesta Key Beach 💖 Why You'll Love This Home Imagine waking up to serene ...
From $1127 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $290 per night (USD)
Expedia
$\Discover Your Coastal Oasis in Longboat Key, FL\ and St. Armands Area$
From $312 per night (USD)
VRBO
\"Discover Your Coastal Oasis in Longboat Key, FL\" and St. Armands Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful ...
From $312 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Happy Clam has just undergone a significant makeover and upgrade. It is better than ever! Absolutely, amazing condo i ...
From $321 per night (USD)
Expedia
From $146 per night (USD)
VRBO
3-bedroom vacation cottage, 2 min drive to Nokomis Beach/ Gulf of Mexico beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Our remodeled and chic beach cottage is close to Casey Key Public Beach (3/4 of a mile), 9 minutes from Venice Beach. O ...
From $146 per night (USD)
VRBO
From $525 per night (USD)
Expedia
🏝Private Gated Home w/ heated pool - a 1 minute walk to St Armands Circle🏖
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Premier local manager, Destination Paradise welcomes you to “The President”… a cozy 3 bedroom 3 bath vacation home with ...
From $525 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Condo #104 Completely remodeled Siesta Key 2 bedroom 1 bath Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 Bedroom, One Bath Condo is just steps to the white, powered sugar sand of Siesta Key. We have easy access to Sies ...
From $264 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Gertrude's Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Casa Tranquilla Spacious luxury home, 100% private, just 100ft from best views on Siesta Key. Impeccable 2025 remodel a ...
From $595 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Siesta Key # Beach Oasis with special summer rates!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Now with private Wifi. This One Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. H ...
From $274 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Vacation rental home in Englewood / South Venice, Florida. The house is literally a short walk from the beach. It was co ...
From $314 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Walk to Lido Beach, Walk to Armand Cir with Dining & Shopping, WiFi, Xfinity, 2TV's, Heated Pool/Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $384 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Lido Beach and St. Armand's Circle at your Footsteps.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Beautiful, roomy, sunny 2BR, 2 BA old style Flori ...
From $243 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Newly renovated only minutes away from the beach!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful and completely remodeled cottage retreat has all the comfort you will need for your next vacation! Fully ...
From $160 per night (USD)
VRBO
$Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES$
From $156 per night (USD)
Expedia
Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Panoramic ocean View . 1bd, 1bth located immediately across for the beach. Right in the middle of Lido Beach. Close t ...
From $156 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem Welcome to Casa Leone, your ultimate luxury getaway on Siesta ...
From $699 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Newly Decorated with Pool Views! Convenient Access-no stairs!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lots of room for you and your guests. New carpeting in the bedrooms, fresh paint, plantation shutters, beautiful tile fl ...
From $141 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $270 per night (USD)
VRBO
From $254 per night (USD)
Expedia
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 $254 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Steps to Siesta Key Beach / Charming 2-Bedr + den apartment with Patio & Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just Steps from Siesta Key Beach – Charming 2-Bedroom Apartment with Patios & Pool Only 60 steps from the stunning Sies ...
From $690 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Siesta Key Red Door House 3 Miles from the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a cozy four bedroom house. The smaller 4th bedroom can be used as an office. We offer free WiFi, free guest park ...
From $447 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Siesta Key Bungalows: Coquina Bungalows
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful courtyard bungalow has a queen bed, sleeper sofa & full kitchen with cable TV. This property is close t ...
From $289 per night (USD)
VRBO
Click For Pricing
Expedia
Beachfront Resort Style Living - Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful t ...
Click For Pricing
Expedia
From $166 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 $166 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Island House Beach Resort 18S
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This beautifully appointed 1 bedroom, 2 bathroom features a primary ensuite with a king bed and a sofa sleeper. The unit ...
From $489 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
From $348 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 $348 per night (USD)
Expedia
From $327 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 $327 per night (USD)
VRBO
From $499 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 $499 per night (USD)
Expedia
From $564 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 $564 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Blue Seas & White Sand 2BR-The Beach Club at Siesta Key #200C 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 $494 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Steps to Siesta Key beach, restaurants and shops!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
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 $323 per night (USD)
VRBO
From $847 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 $847 per night (USD)
Expedia
From $347 per night (USD)
VRBO
On Siesta Key Beach - no streets to cross! Large, heated pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You don’t have to cross any streets to get to Siesta Key Beach from this beautiful two-bedroom, two-bath condo! This new ...
From $347 per night (USD)
VRBO
From $525 per night (USD)
Expedia
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 $525 per night (USD)
Expedia
From $421 per night (USD)
VRBO
2-BR Suite Close to Beach w Trolley-The Beach Club at Siesta Key #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 $421 per night (USD)
VRBO
From $247 per night (USD)
Expedia
St. Armands oasis with saltwater pool - walk to beach & shops
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $247 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Luxe home with pool & alfresco living - amazing walkable location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Organic Fun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $488 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $632 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Palm Bay Club Unit 311 with pools & hot tub - walk 1,500 feet to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Palm Bay Club Unit 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $328 per night (USD)
VRBO
$First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS$
From $407 per night (USD)
Expedia
First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Beach front - Full view of the Gulf of Mexico. Fully furnished and equiped. Includes Long Distance phone service within ...
From $407 per night (USD)
Expedia
From $689 per night (USD)
VRBO
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 $689 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Tropical Waters & Magical Sunsets-The Beach Club at Siesta Key #106B 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 $354 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Beautiful newly decorated and furnished private home. Fits any personality!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious home. Large open concept with lots of sunlight. Split home so master bedroom on other side with private bath. W ...
From $277 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Updated Spacious. 5 Min to Manasota Beach. Loaded w/amenities. Pets Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Thank you for taking a moment to view one of out vacation home brough to you by Sandy Flamingo Vacations. This home is ...
From $224 per night (USD)
VRBO
From $1297 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 $1297 per night (USD)
Expedia
From $1200 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 $1200 per night (USD)
VRBO
From $486 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 $486 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Pristine Gulf Waters & Location-The 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 $516 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
If you are looking for a luxurious and serene holiday in the sun, then look no further. Our spacious and beautiful Flor ...
From $287 per night (USD)
Expedia
From $387 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 $387 per night (USD)
VRBO
From $331 per night (USD)
Expedia
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 $331 per night (USD)
Expedia
From $4514 per night (USD)
VRBO
Rare private beachfront estate on Gulf of Mexico.
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Wake up in the morning and go for a walk along the beautiful sandy beach. The beach is incredible. Very rare and private ...
From $4514 per night (USD)
VRBO
From $302 per night (USD)
Expedia
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 $302 per night (USD)
Expedia

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