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Welcome to Florida, land of perpetual sunshine! Here you'll find sandy beaches, crystal springs, Walt Disney World, and sun-soaked vacation rentals to call home. A weekend on Panama City Beach could be just the ticket and we have vacation homes/condos galore. Use the blue location links below to select the region you'd like to explore or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process that will have your vacation buttoned up in no time!
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  1. Sanibel Siesta on the Beach Unit 605

    Sanibel Siesta on the Beach Unit 605

    Sanibel, FL

    This pretty, recently updated condo has premium gulf view from the lanai off the dining room and living room. It features two bedrooms (king bed in master; twins in guest), 2 full baths and queen sleeper in the spacious living room. Updates include...

    Pool
    FREE CANCELLATION

    $286 to $555/night

  2. Sanibel Siesta on The Beach Unit 703

    Sanibel Siesta on The Beach Unit 703

    Sanibel, FL

    Pretty, recently updated unit with a real tropical look and feel! Many upgrades to this unit. Come spend your vacation with us on lovely Sanibel Island! Units are non-smoking and are decorated and equipped for your enjoyment, including central air,...

    Pool
    FREE CANCELLATION

    $263 to $498/night

  3. Sanibel Siesta on the Beach Unit 406

    Sanibel Siesta on the Beach Unit 406

    Sanibel, FL

    Need a special place to get away? This gorgeous updated third floor unit, with beautiful kitchen and comfortable furniture, has all the features of home, plus a great view of the gulf from your roomy lanai! Just a few steps takes you to our...

    Pool
    FREE CANCELLATION

    $263 to $498/night

  4. San Marco Residences #508

    San Marco Residences #508

    Marco Island, FL

    San Marco Residences has the setup, but most importantly, the location you need for your next vacation! Located directly across from 1 of only 4 public beach access points, the complex offers all guests the direct beach access everyone desires. Take...

    Pool

    $182 to $269/night

  5. Gulf Winds East #36

    Gulf Winds East #36

    Miramar Beach, FL

    Reminiscent of summer nights and warm ocean breezes, this cozy townhome is the ideal spot to relax and forget all of your worries. Gulf Winds East 36 beach rental in Destin, FL comes with a fully stocked kitchen, two balconies, private beach,...

    Pool
    FREE CANCELLATION

    $108 to $276/night

  6. Eyre Vacation Getaway

    Eyre Vacation Getaway

    Merritt Island, FL

    Come be our guest at this Beautiful 3 bedroom 2 bath private Florida-Style vacation home. Located on Merritt Island, situated on a nice big corner lot . Merritt Island, nestled between the Banana and Indian rivers offer a unique ecological...

    $135 to $135/night

  7. Sanibel Siesta on the Beach Unit 302

    Sanibel Siesta on the Beach Unit 302

    Sanibel, FL

    Vacation paradise with private lanai overlooking the pool and lagoon. Everything you need to enjoy your vacation is in the newly renovated condo with a great view of the pool. The beach is close and the pool is closer. Sanibel Siesta is a 62 unit...

    Pool Pets OK
    FREE CANCELLATION

    $229 to $447/night

  8. Sanibel Siesta on the Beach Unit 607

    Sanibel Siesta on the Beach Unit 607

    Sanibel, FL

    Welcome to our lovely beachfront home! Best views of the gulf from Unit 607. One of the best rented units for a reason...great views, beautifully decorated, immaculate, high quality bedding, great pricing. This unit has it all! This unit is in the...

    Pool
    FREE CANCELLATION

    $286 to $555/night

  9. Lovers Key Resort #301

    Lovers Key Resort #301

    Fort Myers Beach, FL

    Welcome to Lovers Key Resort! The most luxurious resort on Lovers Key. The grounds of Lovers Key Resort include a resort style pool with a beautiful waterfall, a hot tub to soak in and plenty of lounge chairs and table with chairs on the paver pool...

    Pool

    $147 to $259/night

  10. 4850 Coral Road

    4850 Coral Road

    Fort Myers Beach, FL

    Spacious three bedroom, two bathroom pool home is located close to Publix and within walking distance to the beach, shopping, and restaurants. Two of the bedrooms have queen size beds, while the third bedroom has two twin beds, and there is a...

    Pool Pets OK

    $181 to $259/night

  11. 160 Washington Ave.

    160 Washington Ave.

    Fort Myers Beach, FL

    Newly Remodeled Beach Home with many upgrades to make your stay comfortable. Our 3 bedroom/1.5 bathroom is located mid-island and a very short walk to the beach (access is at the top of the...

    $155 to $311/night

  12. Coquina Moorings 106

    Coquina Moorings 106

    Bradenton Beach, FL

    Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds. This bay front complex features a beautiful heated pool directly on the bay and a boat dock for fishing enthusiasts. Immediately across the street...

    Pool

    $202 to $409/night

  13. Ocean Park Terrace 203

    Ocean Park Terrace 203

    Holmes Beach, FL

    Ocean Park Terrace #203, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Holmes Beach, features one of the largest heated pools on the island. White sandy beaches stretch for miles in either direction! There is an elevator,...

    Pool

    $196 to $335/night

  14. Sunbow Bay 3B

    Sunbow Bay 3B

    Holmes Beach, FL

    Sunbow Bay Condominium 3B located at 3701 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools,...

    Pool

    $146 to $299/night

  15. Sandy Pointe 210

    Sandy Pointe 210

    Holmes Beach, FL

    Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. This unit...

    Pool

    $110 to $226/night

  16. Hammock Haven

    Hammock Haven

    Holmes Beach, FL

    Hammock Haven is a wonderful two bedroom two bath home located at 2702 Avenue C in Holmes Beach. This two story beach get away has a distant gulf view and a peek at the bay. Hammock Haven is close to dining, beach, trolley, and the bay. Stroll the...

    Pool

    $133 to $300/night

  17. Awesome Florida Canal Home

    Awesome Florida Canal Home

    Port Richey, FL

    Beautiful Port Richey Florida on the Gulf of Mexico--Come stay with us in this newly renovated 3 Bedroom 3 Bath waterfront/canal home. Its location is perfect for anyone wanting to experience all that Gulf Coast Living has to offer. Many of...

    Pool Pets OK

    $198 to $261/night

  18. 437- LongLook Beachhouse

    437- LongLook Beachhouse

    Captiva, FL

    LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico.  What an experience you will have watching incredible sunsets at LongLook Beachhouse.  Just a few steps onto the beach from this lovely home!  The level of...

    Pool

    $584 to $665/night

  19. #301 Beach Place Condos

    #301 Beach Place Condos

    Madeira Beach, FL

    Charming two bedroom, two bathroom condo with views of John's Pass waterway, Bridge & Village, is conveniently located steps from the beautiful beaches, heated swimming pool and all the amenities Beach Place offers - perfect for up to six people!...

    Pool

    $179 to $294/night

  20. Lakeside Beach House

    Lakeside Beach House

    Holmes Beach, FL

    The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private and brand new heated pool. Located at 6935 Holmes Blvd. in Holmes Beach, this lovely property is convenient to the beach and in a very quiet, Holmes...

    Pool

    $271 to $483/night

  21. 438- Reel Laxing

    438- Reel Laxing

    Captiva, FL

    The Wasson Family (Lisa, Cory & Colby) would like to Welcome you to North Captiva Island and “Reel Laxing”, the house where no matter what you are doing everyone stops to enjoy the beautiful sunsets on North Captiva. Either at the beach or on...

    Pool

    $410 to $909/night

  22. Sanibel Siesta on the Beach Unit 207

    Sanibel Siesta on the Beach Unit 207

    Sanibel, FL

    You will be only footsteps from one of the world's premiere shelling beaches; this beautiful vacation condo has a stunning view of the Gulf of Mexico from two private screened lanais. Everything needed for your Sanibel Island vacation. Recently...

    Pool Pets OK

    $263 to $498/night

  23. Sanibel Siesta on the Beach Unit 111

    Sanibel Siesta on the Beach Unit 111

    Sanibel, FL

    Updated unit with new kitchen & appliances. New tile & carpet. Cable TV in all rooms. 4th floor unit with great views! Elevator just a few steps away. Beach chairs & umbrella provided - all you need is your towel! Units are non-smoking and are...

    Pool

    $263 to $498/night

  24. Sanibel Siesta on the Beach Unit 304

    Sanibel Siesta on the Beach Unit 304

    Sanibel, FL

    Just 77 steps to the beach! New living room furniture, full kitchen with brand new counters, cabinets & tray ceiling; king bed, twin beds, sleeper sofa, den off master, 3 new flat screen TVs, 3 DVDs, two stereos, hi-speed internet, pack-n-play. Just...

    Pool

    $263 to $498/night

  25. Sanibel Siesta on the Beach Unit 404

    Sanibel Siesta on the Beach Unit 404

    Sanibel, FL

    The perfect beach vacation condo! Beautiful decor with tropical tones; fully equipped to feel just like home! Sugar white beach & magnificent shelling just steps away! Have the best time of your life on this paradise isle! Units are non-smoking and...

    Pool

    $263 to $498/night

  26. Sanibel Siesta on the Beach unit 206

    Sanibel Siesta on the Beach unit 206

    Sanibel, FL

    This pretty second floor corner unit boasts recent upgrades, including all furniture, new kitchen & bathrooms, and a brand new 46" flat screen TV! Nice garden view from lanai. New king bed, 2 twins, sleeper - can sleep up to 6. Convenient location,...

    Pool

    $229 to $447/night

  27. Gulf Shore Condo #520

    Gulf Shore Condo #520

    Destin, FL

    Condominium rental unit #520 accommodates up to 6 people with a king size bed in master bedroom, two twin beds in guest bedroom and sofa sleeper in living room. Unit has tile floors in kitchen and bathrooms with carpet throughout rest of unit. Enjoy...

    Pool

    $154 to $391/night

  28. Gulf Shore Condo #304

    Gulf Shore Condo #304

    Destin, FL

    Condominium rental unit #304 is a great beach unit which accommodates up to 6 people with a king size bed in the master bedroom, king size bed in guest bedroom and queen sofa sleeper in living room. This unit has received a Total Remodel which was...

    Pool

    $154 to $391/night

  29. Gulf Shore Condo #2A

    Gulf Shore Condo #2A

    Destin, FL

    Fully renovated in January 2016! This beautifully updated 2 bedroom, 2 bathroom townhome can comfortably accommodate up to 6 people with a king size bed in the master bedroom, a king size bed in the guest bedroom, a queen size sleeper sofa in the...

    Pool

    $154 to $391/night

  30. Castnetter Beach Resort 2

    Castnetter Beach Resort 2

    Bradenton Beach, FL

    Anna Maria Island's Castnetter 2, located at 1303 Gulf Drive South in Bradenton Beach is a delightful island locale offering breath-taking unobstructed views of the Gulf of Mexico. Castnetter 2 is conveniently located at the North entrance to the...

    $248 to $537/night