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Vacation Rentals + outdoors listings (114)
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 Anna Maria Island
1annamaria.com
800-737-9855, 941-778-3116
Website | View on Map
Offering a glorious collection of superbly presented properties available for vacation rental. Choose from beautiful new Italian-style, three- or four... More details and amenities
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Absolute Anna Maria
905-579-4996
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This Anna Maria Island beach rentals condo is an immaculate two-bedroom, two-bathroom, first floor condo surrounded by four tropical bodies of water w... More details and amenities
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Photos (6)
Angelinos Sea Lodge
877-955-6343, 941-779-1758
Website | View on Map
Located right on the Florida Gulf Coast in Anna Maria Island and Holmes Beach. Hidden on a quiet street, this beachfront lodge offers privat... More details and amenities
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Anna Maria Pirates Den Gay Friendly
941-778-4368
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A family-run resort consisting of four two-bed apartments and two one-bed cottages with full kitchens and central heat/air. Heated pool, gas grills an... More details and amenities
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A Beach Ranch LLC Gay Friendly
941-580-6731
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Four bedroom, four bath spacious Beach Ranch with heated pool, steps to beach, Jacuzzi, two king bedrooms with ensuite baths, high-speed Int... More details and amenities
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Photos (3)
A Bit of Paradise at Cedar Cove Resort and Cottages
800-206-6293, 941-778-1010
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A boutique resort Located Directly on the Beach on a slice of paradise called Anna Maria Island; we're on the Gulf with a private beach. Our suites c... More details and amenities
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 Indian Rocks Beach
Photos (6)
810 Gulfside Resort Superior Small Lodging
800-597-8063, 727-596-8063
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Featuring two small charming resorts located on the Gulf of Mexico. Each cottage or villa has its own distinctive look and feel with full kitchen... More details and amenities
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 Siesta Key
A Beach Front Sea Castle On Siesta Superior Small LodgingGay Friendly
877-306-9177, 941-349-2595
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Directly on beach with awesome views and sunsets. Two-bedroom, two-bath apartments and one-bedroom, one-bath apartments and efficiencies. Heated pool,... More details and amenities
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Photos (1)
Banyan Tree Beach Resort
800-732-7231, 941-346-0651
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An island getaway, in a lush tropical setting, just steps to the "world famous" white sand beach. One block to Siesta Key Village shops and ... More details and amenities
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Beach Palms of Siesta Key Village Superior Small LodgingGay Friendly
888-241-7009, 941-349-9900
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Quiet, yet just steps from Siesta Village with nice breakfast restaurants, island cafes with calypso music, bars, fine dining, day spas, shops and mor... More details and amenities
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Photos (8)
Beach Place
800-615-1745, 941-346-1745
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Tropical garden beach cottages located 30 seconds to the two mile stretch of white powder sand of Siesta Key Beach, pristine Gulf of Mexico water, bre... More details and amenities
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Photos (5)
Captiva Beach Resort Superior Small LodgingFlorida Green Lodging
800-349-4131, 941-349-4131
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Go-at-your-own pace tropical paradise. Easy access to dining, shopping, nightlife and outdoor recreation in the Crescent Beach community on Siesta Key... More details and amenities
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 Navarre Beach
Photos (8)
360°s (1)
Abaca Vacation Rentals, Inc.
850-939-6888
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Welcome to Abaca Vacation Rentals/Banana Beach. We are locally owned and operated and are on-site at the Summerwind Resort on Navarre Beach. Located o... More details and amenities
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 Fort Myers Beach
Abaco Beach Villas
800-569-4875, 239-463-2611
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Beach front, two bedroom, two bathroom Beach Villas Resort Condominiums. Interiors are maintained in new condition, tastefully appointed, spaciou... More details and amenities
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Photos (16)
Videos (1)
360°s (1)
DiamondHead Beach Resort Florida Green Lodging
888-765-5002, 239-765-7654
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The only full service all-suite resort on Fort Myers Beach. Offering 12 stories impeccably designed, full-service conference facilities and 124 n... More details and amenities
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 Milton
Adventures Unlimited Schoolhouse Inn
800-239-6864, 850-623-6197
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The perfect resort for those who enjoy the great outdoors. Stay in one of the furnished cottages or rough it in one of the primitive camping style cab... More details and amenities
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 New Smyrna Beach
Aloha Motel Apartments Gay Friendly
386-428-3386
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The Aloha welcomes you to one- and two-bedroom vacation apartments. Located at the North Gate of Cape Canaveral National Seashore at Bethune Beach. Bo... More details and amenities
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 Captiva Island
American Realty of Captiva
800-547-0127, 239-395-2490
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Tropical Paradise on Captiva! Weekly vacation rentals, one- to seven-bedroom private homes, cottages and condos many with private pools. C... More details and amenities
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Photos (6)
Captiva Island Inn Gay Friendly
800-454-9898, 239-395-0882
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Visit their tropical island paradise at the historic Captiva Island Inn. This charming inn has been tastefully restored with island flair. Take a room... More details and amenities
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 St. Augustine
Photos (6)
Videos (1)
Beacher's Lodge Oceanfront Suites Gay Friendly
800-527-8849, 904-471-8849
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Begin every morning with a sunrise not easily forgotten. Sip coffee on your oceanfront balcony. A unique hotel with each room individually owned and d... More details and amenities
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 Fort Walton Beach
Photos (12)
Beacon Resorts
888-393-5892, 850-275-0021
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Featuring 20 beachside resorts to choose from. Destin, Fort Walton Beach, Okaloosa Island. A wide array of luxury beach accommodations at great f... More details and amenities
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Photos (20)
Destin West Resort Management, Inc.
800-947-0701, 850-243-3630
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Destin West Beach and Bay Resort has quickly become the most sought after destination along Florida’s Emerald Coast. AccommodationsMore details and amenities
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 Chuluota
Big Oaks Ranch Florida Green Lodging
407-365-8885
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This is a 700 acre exclusive and private facility located in Central Florida that is a popular location for guest, celebrities and th... More details and amenities
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 Boca Grande
Photos (12)
Boca Grande Club
941-964-2211
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Discover the Boca Grande Club, also specializing in weddings and events, located in a beautiful tropical setting. Stroll along the water's edge on the... More details and amenities
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 Longboat Key
Cannons By The Sea Cottages
941-383-1311
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Reminiscent of a time in the past, are four charming cottages. Each nestled among the palm and pine trees on Longboat Key. The view is unequaled. Loca... More details and amenities
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 Marco Island
Century 21/First Southern Trust
877-865-6382, 239-394-7653
Website | View on Map
Luxury homes and condos on the beach. Waterways or inland, and condos on the beach. Relax on the beach or enjoy the many activities from fishing, biki... More details and amenities
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 Naples
Photos (3)
The Charter Club Resort of Naples Bay
866-891-4696, 239-261-5559
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Located in the heart of historic Olde Naples, Charter Club Resort offers you secluded relaxation alongside exciting activities and entertainment. Spac... More details and amenities
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 Marathon
Photos (28)
CocoPlum Beach and Tennis Club
800-228-1587, 305-743-0240
Website | View on Map
All two-bedroom, two-bathroom vacation homes with full kitchen on sandy beach on the ocean, sleeps six with two queen beds and one twin plus slee... More details and amenities
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 Destin
Photos (17)
Compass Resorts
800-884-5830, 850-269-1005
Website | View on Map
Compass Resorts offers vacation rentals in Destin and South Walton located on Florida's Panhandle.  The area is known f... More details and amenities
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Photos (25)
Emerald Grande
866-387-6714, 850-337-8100
Website | View on Map
"More panaramic waterfront views, more resort amenties, just more Florida vacation." Emerald Grande at HarborWalk Village is a... More details and amenities
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 Key West
Photos (4)
360°s (11)
The Conch House Heritage Inn
800-207-5806, 305-293-0020
Website | View on Map
$158.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
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This elegant restoration of a 19th-century historic bed & breakfast is located in the heart of Old Town Key West. Charming and romantic accom... More details and amenities
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 Seaside
Photos (16)
Cottage Rental Agency, Seaside, Florida
866-966-0545, 850-231-2309
Website | View on Map
An 80-acre beach town located on Florida's Gulf Coast on a half mile of sugar white beaches, Seaside is a town like no other, yet with elements of eve... More details and amenities
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 Sanibel Island
Photos (5)
Cottages to Castles of Sanibel & Captiva, Inc. Gay Friendly
800-472-5385, 239-472-6385
Website | View on Map
Unique vacation rentals from "simple to simply elegant." Featuring some of the finest one- to eight-bedroom cottages, condos, homes and esta... More details and amenities
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 Treasure Island
Delacado Resort
727-360-6362
Website | View on Map
Nestled in a lush tropical surrounding on beautiful Sunset Beach. Fish off their dock or land your boat while watching the dolphins go by or rela... More details and amenities
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 Hollywood
The DeSoto Oceanview Inn Superior Small LodgingGay Friendly
800-686-4809, 954-923-7210
Website | View on Map
Tropical paradise, minutes from all transportation. Studios and efficiencies, tastefully decorated, peaceful area. Footsteps from the ocean. Beautiful... More details and amenities
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 St. Augustine Beach
Devil's Elbow Fishing Resort
904-471-0398
Website | View on Map
If you are looking for accommodations a little out of the ordinary, then look no further. Offering brand-new guest cottages with an old-fashioned feel... More details and amenities
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 Orlando
Photos (3)
Disney's Old Key West Resort Florida Green Lodging
407-WDISNEY
Website | View on Map
The flavor of the Florida Keys and the imagination of Disney create a welcoming setting filled with tropical plants, lazy palms and a kaleidoscope of ... More details and amenities
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 Sunny Isles Beach
Photos (6)
Doubletree Ocean Point Resort & Spa Gay Friendly
866-623-2678, 786-528-2500
Website | View on Map
$179.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
A small and intimate oceanfront hotel offering ocean views from every guestroom and one- and two-bedroom suites. The hotel is ideally located minutes ... More details and amenities
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 Clearwater Beach
Photos (6)
East Shore Resort Motel Superior Small Lodging
888-449-3636, 727-442-3636
Website | View on Map
AAA and Superior Small Lodging approved. Let us show you why!  Enjoy the privacy of our resort while we provide all the comforts of home. This be... More details and amenities
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 Punta Gorda
Photos (6)
Videos (2)
Fishermen's Village
941-639-8721
Website | View on Map
Fishermen's Village is your vacation destination for harbor-side shopping, dining and fun!  What once was a fishing village, today is a bust... More details and amenities
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