Siesta Key & Venice Vacation Rentals
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FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

Village des Pins 3645, 2 Bedrooms, Pool Access, WiFi, Hot Tub, Sleeps 4

Sarasota, FL
2 BR, 2 BA, Sleeps 4,Best Value/Garden
Guest Ratings: 5/5 (1)
At Village des Pins 3645 you’ll be able to experience all the joys of the Florida lifestyle. Strolling among the lushly landscaped grounds in the quiet cool of the morning, playing tennis on the complex’s courts,or taking a dip in the heated pool whenever you ...
Was $1,167.67
NOW $843.52

FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

San Marco 611, Gulf Views, 2 Bedrooms, 6th Floor, Heated Pool, Sleeps 4

Venice, FL
2 BR, 2 BA, Sleeps 4,Ocean View
Guest Ratings: 5/5 (2)
From the lanai overlooking the Gulf Coast in our 6th-floor condo, San Marco 611, you can enjoy spectacular sunsets while sipping a cool drink. Well appointed and perfectly located, our oceanfront condo in an elevator building is the ideal vacation venue!
Was $661.50
NOW $477.86

FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

Beachaven 52, Sleeps 4, Ground Floor, 1 Bedroom, Pool

Beach Haven, Siesta Key, FL
1 BR, 2 BA, Sleeps 4,Best Value/Garden
Guest Ratings: 4.5/5 (5)
Imagine this: You step out your front door, and there, at the end of a walkway flanked by shrubbery on one side and an impeccably manicured lawn. On the other, are the twinkling white sands of Crescent Beach and just beyond, the sparkling Gulf of Mexico.
Was $840.14
NOW $606.91

FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

Gulf and Bay Club 108D, Sleeps 4, Beach Front, Ground Floor, 2 Bedroom

Gulf & Bay Club, Siesta Key, FL
2 BR, 2 BA, Sleeps 4,Beach Front
Get away from everyday life and enjoy a month alongside the #1 beach in the USA; Gulf and Bay Club 108D is just what you are looking to find. This garden level condo is part of a resort that offers you endless entertainment possibilities plus the condo itself ...
Was $826.91
NOW $597.35

FLASH SALE! Left to Save 28% 5/25 - 6/1 or Save 28% 6/1 - 6/8!

Gulf and Bay Club: Bayside 1303-D, Sleeps 6, 2 Bedrooms, 2 Pools, Gym

Gulf & Bay Club, Siesta Key, FL
2 BR, 2 BA, Sleeps 6,Best Value/Garden, Free Wifi
Experience Siesta Key from Bayside 1303-D and get ready for the perfect vacation! This beautiful condo features two accommodating bedrooms, two bathrooms and sleeps six.
Was $714.98
NOW $516.49

FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

L' Pavia, 2 Bedrooms, Sleeps 8, Private 1 Car Garage, Heated Pool, WiFi

Venice, FL
2 BR, 2 BA, Sleeps 8,Best Value/Garden
Guest Ratings: 4.5/5 (6)
The white sandy beaches of Venice are calling your name! L’Pavia is a two bedroom, two bathroom condo that sleeps eight guests.
Was $354.41
NOW $256.02

FLASH SALE! Left to Save 28% 6/1 - 6/8 or Save 28% 5/25 - 6/1!

Albee Sunset Cottage, 2 Bedrooms, Pet Friendly, Sleeps 8, WiFi

Nokomis, FL
2 BR, 1 BA, Sleeps 8,Best Value/Garden
Guest Ratings: 4.5/5 (14)
Just one and a half blocks to gorgeous Nokomis Beach, this house for eight truly delivers the true beach experience. On first impression, the house is immediately warm and inviting, a beloved family cottage.
Was $1,181.25
NOW $853.33

FLASH SALE! Left to Save 28% 5/25 - 6/1!

Tangerine Condo at Plantation, 2 Bedrooms, Pool, Sleeps 6, Wi-Fi

Venice, FL
2 BR, 2 BA, Sleeps 6,Best Value/Garden
Guest Ratings: 5/5 (8)
Watch the action on the 8th fairway of the championship Bobcat course from the patio of our sunny, beautifully appointed Tangerine condo! With lovely views and spacious rooms, Tangerine is your ideal home away from home in a premier golf course setting!
Was $472.50
NOW $341.33

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Polynesian Gardens Villa P6, Carport, 2 Bedrooms, Heated Pool

Polynesian Gardens, Siesta Key, FL
2 BR, 2 BA, Sleeps 4,Best Value/Garden
Guest Ratings: 5/5 (1)
Welcome to your home in paradise; This standalone two -bedroom villa offers privacy and relaxation for an incredible family vacation. Come and experience this tropical retreat by the Siesta Key beaches!
Was $874.72
NOW $631.89

FLASH SALE! Left to Save 28% 5/25 - 6/1!

Gulf and Bay Club: Bayside 1226, Ground Floor, Sleeps 6, 2 Bedrooms, 2 Pools, Gym

Gulf & Bay Club, Siesta Key, FL
2 BR, 2 BA, Sleeps 6,Best Value/Garden
Guest Ratings: 4.5/5 (19)
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf and Bay Bayside is irresistible!
Was $1,890
NOW $1,365.33

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Inlet 21, Renovated 2 Bedroom, Lagoon and Gulf Views, Pool, WiFi, Sleeps 6

Sarasota, FL
2 BR, 2 BA, Sleeps 6,Gulf View
Are you ready for a great escape? If so, Inlet 21 is the perfect spot for you.
Was $840.14
NOW $606.91

FLASH SALE! Left to Save 28% 5/25 - 6/1!

Siesta Chillin Anchorage 305, 2 Bedrooms, Pool Access, Boat Dock, WiFi, Sleeps 6

Anchorage, Sarasota, FL
2 BR, 2 BA, Sleeps 6,Water View
Guest Ratings: 5/5 (1)
You’ll enjoy beautiful views when you vacation at Siesta Chillin Anchorage 305 in beautiful Siesta Key, Florida. Up to six friends or family members will experience the pleasures of what has been named “the best beach in the US.
Was $794.85
NOW $574.19

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Baycrest Home, 3 Bedrooms, WiFi, Sleeps 10, Private Heated Pool

Venice Island, Venice, FL
3 BR, 2 BA, Sleeps 10,Best Value/Garden
Guest Ratings: 4.5/5 (54)
Venice Beach offers beautiful sandy beaches and gorgeous views of the Gulf of Mexico. Baycrest Home is a three-bedroom, two-bathroom beach house that sleeps ten guests and will provide you with the perfect space to call home.
Was $1,071.77
NOW $774.24

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Poco Place, 2 Blocks to Beach, WiFi, 2 Bedrooms, Sleeps 6

Nokomis, FL
2 BR, 1 BA, Sleeps 6,Best Value/Garden
Guest Ratings: 4.5/5 (17)
You’ll be just two blocks from the Gulf when you vacation at Poco Place, a small home tucked away on a quiet street in Venice, Florida. You’ll be close to Casey Key’s Nokomis State Beach Park and the Intercoastal Waterway, where you can watch the wildlife, ...
Was $634.27
NOW $458.19

FLASH SALE! Left to Save 28% 5/25 - 6/1!

Anchorage 904, 2 Bedrooms, Gorgeous Views, WIFI, Pool, Sauna, Sleeps 6

Sarasota, FL
2 BR, 2 BA, Sleeps 6,Gulf View
Guest Ratings: 4/5 (2)
You’ll be living the high life at Anchorage 904—literally and figuratively. Located on the 9th floor of the Anchorage Yacht & Tennis Club, the 2-bedroom condo offers panoramic views of the Gulf of Mexico, Siesta Key & beyond.
Only 3 weeks left in the next 60 days!
Was $874.72
NOW $631.89

FLASH SALE! Left to Save 28% 5/25 - 6/1 or Save 28% 6/1 - 6/8!

Gulf and Bay Club 204C, Beach Front, Spa, 3 Pools, Sleeps 6, 2 Bedroom, Gym

Gulf & Bay Club, Siesta Key, FL
2 BR, 2 BA, Sleeps 6,Gulf View
Guest Ratings: 4/5 (2)
Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf and Bay Club 204C, you'll enjoy luxury and comfort in more than 1,500 sq ft of beachfront property, including a lovely lanai.
Was $1,063.16
NOW $768.02

FLASH SALE! Left to Save 28% 5/25 - 6/1!

Anchorage 909, 2 Bedrooms, Private Beach Access, Boat Dock, WIFI, Sleeps 6

Sarasota, FL
2 BR, 2 BA, Sleeps 6,Bay View
Guest Ratings: 5/5 (6)
Breathtaking, panoramic views await you at this luxurious penthouse condo on the 9th floor of an elevator building overlooking the Intracoastal Waterway! Enjoy 200+ sq ft of balcony bliss!
Only 3 weeks left in the next 60 days!
Was $794.85
NOW $574.19

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Harbor Duplex, 3 Bedrooms, Walk to Beach, WiFi, Sleeps 8, Walk to Beach

Venice Island, Venice, FL
3 BR, 2.5 BA, Sleeps 8,Best Value/Garden
You’ve found it – the perfect site for your two-family getaway in Venice, Florida. Harbor Duplex is just blocks from the Gulf of Mexico and eight blocks from downtown Venice where you’ll find fun little shops, great restaurants, and entertainment.
Was $1,250.90
NOW $903.64

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Venice Harbor 604, 1 Bedroom, WiFi, Sleeps 4, Pet Friendly

Venice Island, Venice, FL
1 BR, 1 BA, Sleeps 4,Best Value/Garden
Guest Ratings: 4.5/5 (38)
You’re within easy reach of all sorts of vacation pleasures when you book your vacation at Venice Harbor 604, a vacation home that’s so cozy it feels like a home away from home. You and your guests will be immediately drawn to the large, screened lanai that’s ...
Was $677.46
NOW $489.39

FLASH SALE! Left to Save 28% 6/1 - 6/8!

Venice Harbor 606, 2 Bedrooms, WiFi, Sleeps 4, Pet Friendly

Venice Island, Venice, FL
2 BR, 1 BA, Sleeps 4,Best Value/Garden
Guest Ratings: 5/5 (23)
On a sunny island with a nearby beach, you’ll sleep comfortably in the heart of Venice Island, FL. Just four blocks from the Gulf of Mexico, 606 Harbor Drive South House offers guests exclusive, deeded access to a private beach (rightly named ‘Golden Beach’).
Was $749.21
NOW $541.22

FLASH SALE! Left to Save 28% 5/25 - 6/1 or Save 28% 6/1 - 6/8!

Nantucket Home, 2 Bedrooms, Sleeps 6, Fenced Yard, Private Pool

Venice, FL
2 BR, 2 BA, Sleeps 6,Best Value/Garden
Guest Ratings: 5/5 (19)
Bring your whole family on a Venice Beach vacation, to this Nantucket Home where you’ll have a private, pool with screened lanai, fenced yard, and you’ll be just five minutes from Venice Beach. Even your pets are welcome and will have a great time frolicking ...
Was $425.25
NOW $307.20