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Florida Beach Vacation Rentals: SOUTHWEST FLORIDA

Southwest Florida is a prime vacation hub, home of the Annual American Sand Sculpting Championship and spring training. From Sarasota to the Everglades, enjoy the beautiful sugar-sand beaches of the Gulf Coast, great shopping, dining and much more. Check out our rentals in Siesta Key, Venice, Fort Myers Beach, Bonita Beach. All our area rentals are neat, clean, furnished with fully appointed kitchens, great amenities and more.
Southwest Florida Vacation Rentals
Listings Found: 252

SOUTHWEST FLORIDA BEACH VACATION RENTALS

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FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Anchorage 904
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Was $1,210.65 NOW $989.09
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. more info
• City: Sarasota
• View: Gulf View
• Sleeps: 6
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Anchorage 909
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Was $1,321.25 NOW $1,079.45
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! more info
• City: Sarasota
• View: Bay View
• Sleeps: 6
FLASH SALE! Left to Save 18% 4/28 - 5/5!
Gulf and Bay Club: Bayside 1226
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Was $989.59 NOW $808.48
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! more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
Guest Rating: 4.65/5
17 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Gulf and Bay Club: Bayside 1303-D
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Was $989.59 NOW $808.48
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. more info
• City: Siesta Key
• View: Best Value/Garden
• Sleeps: 6
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Anchors Aways A
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Was $843.43 NOW $689.07
You’re home literally backs up to Estero Bay when you vacation at Anchors Away A. You can walk down to the dock where there’s a boat lift or sit on your porch and watch the water flow out toward the Gulf of Mexico. more info
• City: Fort Myers Beach
• View: Bay Front
• Sleeps: 2
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Anchors Away B
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Was $722.96 NOW $590.65
If location is everything, Anchors Away B delivers in spades. Located on the banks of Estero Bay about mid-island in Fort Myers Beach, the vacation home provides a comfortable getaway that is within easy reach of just about everything you could want to do in the ... more info
• City: Ft Myers Beach
• View: Bay Front
• Sleeps: 2
Guest Rating: 3.5/5
2 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Miramar 124 Lower Unit
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Was $923.79 NOW $754.72
All the perks of a huge beach house with the convenience and cozy comfort of a studio! Built just for 2, this ground-floor apartment offers a swimming pool and fire pit in a beach-friendly location! more info
• City: Fort Myers Beach
• View: Best Value/Garden
• Sleeps: 2
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Bonita Beach 154E
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Was $524.37 NOW $428.40
Get Away to Paradise in this Bonita Beach Luxury Gulf Front Condo Retreat! Paradise awaits you in this huge 1 bedroom, 850 Square Foot Tropical Condo with views of the Gulf of Mexico. more info
• City: Bonita Springs
• View: Ocean View
• Sleeps: 3
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Polynesian Village 11
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Was $477.89 NOW $390.43
Polynesian Village 11 is a studio air-conditioned efficiency condo that sleeps three. The Gulf-side (not Gulf front) location makes it a popular destination for anyone wanting quick and convenient access to all the fun and relaxation of the shore. more info
• City: Fort Myers Beach
• View: Gulf View
• Sleeps: 3
Guest Rating: 5/5
1 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Polynesian Village 12
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Was $558.25 NOW $456.08
Very Cute Key West style condo with a caribbean feel! Remodeled 2nd floor unit with large open porch in front shared by all the units. more info
• City: Fort Myers Beach
• View: Gulf View
• Sleeps: 4
Guest Rating: 5/5
1 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Estero Beach & Tennis 1201A
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Was $638.54 NOW $521.68
The beauty of sand and sparkling waters and the warm Florida sun is calling your name! Estero Beach and Tennis 1201A is a one bedroom, one-bathroom condo that sleeps four guests. more info
• City: Fort Myers Beach
• View: Ocean View
• Sleeps: 4
Guest Rating: 4/5
3 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Estero Beach & Tennis 305B
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Was $924.42 NOW $755.25
Newly remodeled and with a breathtaking view of the Gulf off your balcony, Estero Beach & Tennis 305B is the perfect beachside getaway for two couples or a small family. Your location on the southern end of Fort Myers Island is more peaceful than the north shore, yet you are within walking distance of restaurants, Santini Marina Plaza and the trolley that runs north and south on the island every 20 ... more info
• City: Fort Myers Beach
• View: Ocean View
• Sleeps: 4
Guest Rating: 4.45/5
11 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Lovers Key Beach Club PH4
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Was $638.54 NOW $521.68
Life is good looking out on the world from Lovers Key Beach Club Penthouse 4. The views of Estero Bay are incredible. more info
• City: Fort Myers Beach
• View: Bay Front
• Sleeps: 4
Guest Rating: 4.43/5
7 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 5/5!
Sand Caper 202
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Was $1,116.50 NOW $912.16
Located at the desirable south end of Fort Myers Beach, the Sand Caper complex sits beachside at the edge of the nature preserve, and only steps away from the widest part of the island’s immense white sand beaches. Sand Caper 202 is a two bedroom / two bathroom, air conditioned condo that sleeps four comfortably, and up to six when the living room sofa sleeper is put to ... more info
• City: Fort Myers Beach
• View: Beach Front
• Sleeps: 4
Guest Rating: 4/5
1 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Bella Lago 243
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Was $959.84 NOW $784.18
Here’s the ideal headquarters for your Fort Myers Beach vacation. Bella Lago 243 offers all the amenities you want in a first class vacation plus proximity to all the places you want to visit in the area, including the beach! more info
• City: Fort Myers Beach
• View: Best Value/Garden
• Sleeps: 4
Guest Rating: 5/5
3 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Vacation Villas 632
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Was $879.55 NOW $718.58
A fantastic 1 bedroom and 1 bathroom condo right on the beach! Vacation Villas 632 benefits from a pool and spectacular views and beautiful décor throughout. more info
• City: Fort Myers Beach
• View: Beach Front
• Sleeps: 4
Guest Rating: 4.71/5
7 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Hanyo Hideaway
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Was $642.60 NOW $524.99
Overlooking a canal that leads out to San Carlos Bay, Hanyo Hideaway lets you savor waterfront living. From the backyard, you can watch dolphins and manatees float by and wave to passing boats. more info
• City: Fort Myers Beach
• View: Canal Front
• Sleeps: 4
Guest Rating: 5/5
4 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 4/28 or Save 18% 4/28 - 5/5!
Marina Towers 304
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Was $535.50 NOW $437.50
Whether you’re visiting Fort Myers Beach for a vacation with the kids, a getaway with another couple, or a romantic rendezvous for 2, you will love having Marina Towers 304 as your home-away-from-home. Everything about this 2-bedroom condo—the dazzling view from the screened-in balcony, the swimming pool and other amenities, the proximity to the beach and the bay—ensures a glorious ... more info
• City: Fort Myers Beach
• View: Bay View
• Sleeps: 4
Guest Rating: 5/5
1 Guest Reviews
FLASH SALE! Left to Save 18% 4/21 - 5/5!
Admiral's Bay 152
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Was $1,116.50 NOW $912.16
Located on the peaceful southern end of Fort Myers Beach, Admiral’s Bay 152 offers the best of all worlds: It lets you escape the hectic pace of the everyday life, and it puts you within walking distance of one of the country’s top-rated beaches as well as restaurants and shops. After exploring Fort Myers Beach, you can always head back to Admiral's Bay and splash around in one of the two heated ... more info
• City: Fort Myers Beach
• View: Best Value/Garden
• Sleeps: 4
FLASH SALE! Left to Save 18% 4/21 - 5/5!
Casa Marina II 353
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Was $1,116.50 NOW $912.16
Views of Estero Bay greet you each morning from Casa Marina 353, a beautifully decorated Fort Myers Beach condo located above the wide canal. From our 3rd floor condo, you’re high enough to be out of the fray but low enough to easily observe the boats sailing ... more info
• City: Fort Myers Beach
• Sleeps: 4
FLASH SALE! Left to Save 18% 4/21 - 5/5!
Harbor Towers Yacht & Racquet 324
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Was $1,757.98 NOW $1,436.26
Discover the power that a change of scenery can have: steal away to this charming pied-a-terre just a stone's throw from the Gulf, with a cozy balcony, heavenly master suite, and resort perks galore. Harbor Towers 324 is located in a beautiful resort just a stroll from the ... more info
• City: Siesta Key
• View: Water View
• Sleeps: 4
Guest Rating: 4.5/5
4 Guest Reviews
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