< Back to Sailing page
sailing + hotels & places to stay listings (31)    
 Close a box to broaden your search
 
 Select a box to narrow your search
 
Type:
Hotels & Inns
Motels
Resorts
Bed & Breakfasts
Vacation Rentals & Homes
[+} show more
Related Cities:
Setting:
Beachfront
Oceanfront
Lakefront
Riverfront
Bayfront
[+} show more
Property Amenities:
Room Service
Heated Pool
Indoor Pool
Outdoor Pool
Pets Allowed
[+} show more
Room Amenities:
Cable/Movies
High-speed Internet
Wireless Internet
Jacuzzi
Safe
[+} show more
Activities:
Game Room
Tennis Court
Golf Course
Volleyball Court
Basketball
[+} show more
Bed Type:
Pillowtop
Sleep Number
Tempur-pedic
Discounts:
AAA
AARP
Florida Resident
Military
Group
[+} show more
Room Type:
Suites
1-bedroom Units
2-bedroom Units
3+ bedroom Units
Connecting Rooms
Other Designations:
Superior Small Lodging
Gay Friendly
Florida Green Lodging
Rates:
Less than $100
$100 to $200
$200 to $300
Greater than $300
Sort By: Name | Price
[] Anna Maria IslandCompare
Featured
Photos (73)
360°s (2)
Absolute Anna Maria
905-579-4996
Website | View on Map
This luxurious Anna Maria Island beach rentals condo is an immaculate 2 bedroom, 2 bathroom first floor condo completely surrounded by four tropi...... More details and amenities
Add to My Favorites:)14 people like this
Compare
[] Captiva Island
Featured
Photos (40)
Videos (3)
'Tween Waters Inn Island Resort

800-223-5865, 239-472-5161

Website | View on Map2 Deals
Welcome to the legendary 'Tween Waters Inn on beautiful Captiva Island. Shouldn't every day be this good? Here, across 13 gorgeous Gulf-tween-bay acre...... More details and amenities
Add to My Favorites:)27 people like this
Compare
Featured
Photos (23)
South Seas Island Resort

866-565-5089, 239-472-5111

Website | View on Map1 Deal
--
$269.00
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 330-acre full service destination resort on tropical Captiva Island in Southwest Florida. South Seas combines a natural wonderland with mode...... More details and amenities
Add to My Favorites:)47 people like this
Compare
[] Destin
Featured
Photos (11)
360°s (1)
Hilton Sandestin Beach Golf Resort & Spa Florida Green Lodging

800-367-1271, 850-267-9500

Website | View on Map4 Deals
--
$139.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
Enjoy beachside comfort, resort casualness, family-friendly amenities, and world-class luxury at Northwest Florida’s largest full-service bea...... More details and amenities
Add to My Favorites:)68 people like this
Compare
[] Fort Lauderdale
Featured
Photos (9)
Hyatt Regency Pier Sixty Six Resort & Spa Gay FriendlyFlorida Green Lodging

800-334-5774, 954-525-6666

Website | View on Map1 Deal
The world class, award winning, 22-acre resort that exceeds your every expectation. Discover renowned waterfront views and luxurious renovated rooms. ...... More details and amenities
Add to My Favorites:)28 people like this
Compare
Featured
Photos (16)
Bahia Mar Beach Resort & Yachting Center Gay FriendlyFlorida Green Lodging

888-802-2442, 954-764-2233

Website | View on Map
Across a private walkway from the pristine sands of Fort Lauderdale Beach, Bahia Mar is within walking distance of the shops, restaurants and night...... More details and amenities
Add to My Favorites:)51 people like this
Compare
[] Fort Myers Beach
Featured
Photos (15)
Pink Shell Beach Resort and Marina Florida Green Lodging

877-213-7322, 877-213-7322

Website | View on Map4 Deals
Ideally located on Fort Myers Beach, Pink Shell Beach Resort and Marina features 1,500 feet of sugar-sand beach on 12 pristine acres along the...... More details and amenities
Add to My Favorites:)42 people like this
Compare
[] Fort Pierce
Featured
Photos (7)
Sandhurst Hotel & Suites Beach Resort Gay Friendly

866-395-SAND, 772-595-0711

Website | View on Map
The Sandhurst Hotel & Suites offers waterfront accommodations in a relaxed tropical atmosphere. We are located on South Hutchinson Island directly...... More details and amenities
Add to My Favorites:)10 people like this
Compare
[] Gulfport
Featured
Sea Breeze Manor Bed & Breakfast Inn Superior Small LodgingGay Friendly

888-343-4445, 727-343-4445

Website | View on Map
Waterfront Bed and Breakfast nestled in the artist community of Gulfport within walking distance to over 30 shops, restaurants and services. &nbs...... More details and amenities
Add to My Favorites 5 people like this
Compare
[] Hollywood
Featured
Photos (16)
The Westin Diplomat Resort & Spa Gay FriendlyFlorida Green Lodging

888-627-9057, 954-602-6000

Website | View on Map
--
$269.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
The beachfront Westin Diplomat Resort and Spa offers 998 guestrooms, all featuring either ocean or Intracoastal water views. Amenities on-site include...... More details and amenities
Add to My Favorites:)9 people like this
Compare
[] Hutchinson Island
Featured
Photos (1)
Dockside Inn and Resort Gay Friendly

800-286-1745, 772-468-3555

Website | View on Map
Visit a tropical paradise on the pristine Fort Pierce Inlet. A two-acre waterfront resort where you can fish, swim, kayak, boat or just relax. Fully f...... More details and amenities
Add to My Favorites:)11 people like this
Compare
[] Indian Rocks Beach
Holiday Inn Hotel & Suites Harbourside

800-726-0865, 727-595-9484

Website | View on Map
Add to My Favorites I like this!
Compare
[] Islamorada
Featured
Photos (14)
Cheeca Lodge & Spa

800-327-2888, 305-664-4651

Website | View on Map
Located just 90 minutes south of Miami and nestled on 27 beautifully landscaped acres, this oceanfront boutique resort features 199 guestrooms and sui...... More details and amenities
Add to My Favorites:)31 people like this
Compare
Featured
Photos (8)
Coconut Cove Resort & Marina, Inc.
305-664-0123
Website | View on Map
Award winning seven-acre beach front private tropical island resort estate on the ocean in the center of the resort strip. Owners Paul & Magda ...... More details and amenities
Add to My Favorites:)27 people like this
Compare
[] Key Largo
Featured
Photos (15)
360°s (1)
Marina Del Mar Oceanside Resort & Marina Gay FriendlyFlorida Green Lodging

800-451-3483, 305-451-4107

Website | View on Map2 Deals
Tropically appointed, ocean-side resort located on a deep water full-service marina with 91 boat slips. Featuring 76 rooms and suites with balconies o...... More details and amenities
Add to My Favorites:)19 people like this
Compare
Featured
Photos (21)
360°s (1)
Holiday Inn Key Largo Gay FriendlyFlorida Green Lodging

800-843-5397, 305-451-2121

Website | View on Map5 Deals
--
$219.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
Experience the fabulous Florida Keys at the Holiday Inn Key Largo Hotel. Absorb yourself in all that they have to offer. Stroll along their marina and...... More details and amenities
Add to My Favorites:)17 people like this
Compare
Featured
Photos (27)
360°s (1)
Courtyard by Marriott Key Largo Gay FriendlyFlorida Green Lodging

800-843-5397, 305-451-3939

Website | View on Map2 Deals
This recently converted Courtyard by Marriott 91-room resort is located on a deep-water marina. All rooms are oversized with balconies and Marriott...... More details and amenities
Add to My Favorites:)12 people like this
Compare
[] Key West
Featured
Photos (12)
Hyatt Key West Resort and Spa Gay FriendlyFlorida Green Lodging

800-554-9288, 305-809-1234

Website | View on Map3 Deals
An spa-like oasis located along the Gulf of Mexico in historic Old Town Key West,  mere steps from exciting Duval Street acti...... More details and amenities
Add to My Favorites:)45 people like this
Compare
Featured
Photos (11)
360°s (1)
Sheraton Suites Key West Gay FriendlyFlorida Green Lodging

800-45BEACH, 305-292-9800

Website | View on Map
--
$269.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
Key West's all-suite resort facing the Atlantic Ocean and steps away from Smathers Beach. Shuttle to and from the airport and downtown. Walk through o...... More details and amenities
Add to My Favorites:)26 people like this
Compare
[] Little Torch Key
Featured
Photos (1)
Little Palm Island Resort & Spa

800-343-8567, 305-872-2524

Website | View on Map
This lush tropical island is located just 28 miles from historic Key West  and 120 miles south of Miami and offers "the ultimate romantic ge...... More details and amenities
Add to My Favorites:)21 people like this
Compare
[] Marathon
Featured
Photos (28)
CocoPlum Beach and Tennis Club and Marina

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 sleeper ...... More details and amenities
Add to My Favorites:)8 people like this
Compare
[] Marco Island
Featured
Photos (1)
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
Add to My Favorites:)8 people like this
Compare
[] Miami Beach
Featured
Photos (6)
Miami Beach Resort Gay FriendlyFlorida Green Lodging

866-765-9090, 305-532-3600

Website | View on Map1 Deal
--
$209.00
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 Quieter Shade of Cool At Our Relaxing Miami Resort Discover a paradise by the sea - a soul-stirring Miami Beach, Florida resort offering ev...... More details and amenities
Add to My Favorites:)24 people like this
Compare
[] New Smyrna Beach
Featured
Photos (1)
360°s (1)
Night Swan Intracoastal Bed & Breakfast Florida Green Lodging

800-465-4261, 386-423-4940

Website | View on Map
Come watch the pelicans, dolphins, sailboats and yachts along the Atlantic Intracoastal Waterway from their 160-foot dock, beautiful front room, wrap-...... More details and amenities
Add to My Favorites:)1 people like this
Compare
[] Palm Beach Shores
The Sailfish Marina Resort

800-446-4577, 561-844-1724

Website | View on Map
Add to My Favorites 5 people like this
Compare
[] Sanibel Island
Featured
Photos (5)
Sanibel and Captiva Accommodations

800-237-6004, 239-472-3191

Website | View on Map1 Deal
For more than thirty years, we have been making vacation dreams come true. Use our experience to allow you to experience the tropical paradise of S...... More details and amenities
Add to My Favorites:)23 people like this
Compare
[] Siesta Key
Featured
Turtle Beach Resort and Inn Gay Friendly
941-349-4554
Website | View on Map
This award-winning Caribbean-style waterfront resort was voted Florida's #1 Romantic Resort by "The Best Romantic Escapes in Florida" 2003. Each beaut...... More details and amenities
Add to My Favorites 19 people like this
Compare
[] St. Augustine
Featured
The Inn at Camachee Harbor Superior Small LodgingGay Friendly

800-688-5379, 904-825-0003

Website | View on Map
--
$129.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
Snuggled within the Camachee Island marina and the Intracoastal Waterway, the 19 room Inn at Camachee Harbor is the perfect hideaway. We offer...... More details and amenities
Add to My Favorites 3 people like this
Compare
[] St. Petersburg
Featured
Renaissance Vinoy Resort & Golf Club Gay FriendlyFlorida Green Lodging

888-303-4430, 727-894-1000

Website | View on Map
--
$289.00
When you see the BookDirect button, you're getting real-time rates and you can book directly with the property.
Select Rates By Date
--
The 360-room Renaissance resort recalls the style and glamour of another era. The property's grand furnishings and vintage architectural detail surrou...... More details and amenities
Add to My Favorites :)8 people like this
Compare
Featured
Magnuson Hotel - Marina Cove Gay Friendly

800-227-8045, 727-867-1151

Website | View on Map
This 18-acre resort is located directly on Tampa Bay, minutes from downtown St. Petersburg and St. Pete Beach. The resort offers a marina, five tennis...... More details and amenities
Add to My Favorites :)19 people like this
Compare
[] Tampa
Featured
Photos (24)
Videos (1)
The Resort & Club at Little Harbor - Tampa Bay Gay Friendly

800-327-2773, 813-645-3291

Website | View on Map
--
$119.00
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 350 acre Caribbean-style island resort on Tampa Bay. This unique resort and residential seaside village provides a blend of Anglo-Caribbean architec...... More details and amenities
Add to My Favorites:)24 people like this
Compare



Visit Our
Strategic Partners

FLORIDA WEATHER FORECAST

See weather from other cities »

AVERAGE TEMPERATURES

Rain Showers Likely
Naples

79° F
Rain Showers Likely
Lakeland

79° F
Mostly Cloudy
Panama City Beach

65° F
Chance Rain Showers
Ocala

76° F

Get Average Temperatures by Month

.