Siesta Key & Venice Vacation Rentals
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FLASH SALE! Left to Save 28% 5/4 - 5/11 or Save 28% 4/27 - 5/4!

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 $735
NOW $530.96

FLASH SALE! Left to Save 28% 5/4 - 5/11 or Save 28% 4/27 - 5/4!

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 $933.45
NOW $674.31

FLASH SALE! Left to Save 28% 5/4 - 5/11 or Save 28% 4/27 - 5/4!

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 $918.75
NOW $663.70

FLASH SALE! Left to Save 28% 4/27 - 5/4 or Save 28% 5/4 - 5/11!

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.
Was $874.72
NOW $631.89

FLASH SALE! Left to Save 28% 4/27 - 5/11!

White Sands Village 205, 2 Bedrooms, Heated Pool, WIFI, Sleeps 6

White Sands Village, Siesta Key, FL
2 BR, 2 BA, Sleeps 6,Best Value/Garden
Beat a path to the beach every day from your own breezy lanai when you stay at this ground-floor condo in a lovely resort. The latest technology, comfy furnishings, and the perfect location await you!
Was $1,270.08
NOW $917.48

FLASH SALE! Left to Save 28% 5/4 - 5/11 or Save 28% 4/27 - 5/4!

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 $393.75
NOW $284.44

FLASH SALE! Left to Save 28% 4/27 - 5/4 or Save 28% 5/4 - 5/11!

Venice Avalon Home, Pet Friendly, 3 Bedrooms, WiFi, Sleeps 8

Venice, FL
3 BR, 2 BA, Sleeps 8,Best Value/Garden
Guest Ratings: 4/5 (7)
When you stay at Venice Avalon Home you’ll enjoy a laid-back authentic Florida vacation that puts you within walking distance of shops, restaurants, and grocery stores. Best of all you have a lovely pond view from your backyard where you can watch native ...
Was $605.50
NOW $437.41

FLASH SALE! Left to Save 28% 4/27 - 5/4 or Save 28% 5/4 - 5/11!

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 $1,280.85
NOW $925.28

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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 $472.50
NOW $341.33

FLASH SALE! Left to Save 28% 5/4 - 5/11!

Flamingo Home, 3 Bedrooms, Pet Friendly, Sleeps 10, Private Heated Pool

Venice, FL
3 BR, 2 BA, Sleeps 8,Best Value/Garden
Guest Ratings: 4/5 (12)
As you might expect, the private backyard at Flamingo House brims with color and life. Palms and tropical vegetation add lovely contrast against the bright turquoise blue of your private pool.
Was $1,000.09
NOW $722.46

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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 $933.45
NOW $674.31

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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 $749.21
NOW $541.22

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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% 4/27 - 5/4!

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% 4/27 - 5/11!

Siesta Key Excelsior 306, Sleeps 6, 3 Bedrooms, Tennis, Pools

Excelsior, Siesta Key, FL
3 BR, 2 BA, Sleeps 6,Pool View
Guest Ratings: 5/5 (1)
With spectacular views of the beautiful trees, pond, pool, and peek a boo view of the Intracoastal, you will be asking yourself why you didn't choose Excelsior 306 sooner. Our three bedroom condo sits on a little strip of paradise!
Was $2,228.80
NOW $1,610.06

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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 $1,397.27
NOW $1,009.38

FLASH SALE! Left to Save 28% 5/4 - 5/11!

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 (5)
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!
Was $794.85
NOW $574.19

FLASH SALE! Left to Save 28% 4/27 - 5/4 or Save 28% 5/4 - 5/11!

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% 5/4 - 5/11 or Save 28% 4/27 - 5/4!

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% 5/4 - 5/11!

Parkdale Home, 4 bedrooms, Private Heated Pool, HDTV, WiFi, Sleeps 12

Venice Island, Venice, FL
4 BR, 3 BA, Sleeps 12,Best Value/Garden
Guest Ratings: 4.5/5 (55)
You’ll never have to choose at Parkdale Venice House whether to enjoy the pool or beach. This gorgeous 4-bedroom house on Venice Island boasts a private, heated pool and is just a few minutes’ walk to the golden shore.
Was $1,199.03
NOW $866.17

FLASH SALE! Left to Save 28% 4/27 - 5/4 or Save 28% 5/4 - 5/11!

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