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!
Photo Credit Ann Caron

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  1. HOUSE
    Golden Beach Home #4748VB

    Golden Beach Home #4748VB

    Kissimmee, FL

    A delightfully upscale, home-away-from-home awaits you on your next visit to the Disney World area. Within a gated resort community only minutes from Disney World, you can discover a new standard of town home accommodation, designed for the more...

    Pool Hot Tub

    $113 to $151/night

  2. HOUSE
     Archfeld House 2600

    Archfeld House 2600

    Kissimmee, FL

    This Platinum Standard home is sure to fullfill all your dreams, situated in the prestigious "The Reserve at Windsor Hills Resort, at it´s best location. The villa is fully air conditioned with 5 bedrooms/5bathrooms and was decorated by an interior...

    Pool Hot Tub

    $300/night

  3. HOUSE
    18 Sunrise House

    18 Sunrise House

    Kissimmee, FL

    4 Bedroom / 3 Bathroom (1,960 sqft)Single StoryGated CommunitySouth Facing Private Pool Electric Pool Heat is an additional cost.Living Room (Front): TVLiving Room (Back): TVDining Area - Seats 6Breakfast Table - Seats 4Breakfast Bar - Seats 4Master...

    Pool Hot Tub
    FREE CANCELLATION

    $113 to $166/night

  4. CONDOMINIUM
    El Matador 314

    El Matador 314

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $148 to $225/night

  5. CONDOMINIUM
    El Matador 344

    El Matador 344

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $148 to $225/night

  6. CONDOMINIUM
    El Matador 361

    El Matador 361

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $171 to $293/night

  7. CONDOMINIUM
    Ocean Reef Condominium705

    Ocean Reef Condominium705

    Panama City Beach, FL

    2 Bedroom, 2 Bathroom, Sleeps 6 Ocean Reef is a 23-story condominium development. The development features assigned covered parking within the building along with beach chairs for your enjoyment. Amenities include sparkling gulf-front pool and sun...

    Pool
    FREE CANCELLATION

    $232 to $384/night

  8. CONDOMINIUM
    El Matador 168

    El Matador 168

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $171 to $292/night

  9. CONDOMINIUM
    El Matador 318

    El Matador 318

    Fort Walton Beach, FL

    The center of any beach vacation is none other than the beach itself. That's why El Matador Condos are the most sought after beach vacations in the Florida panhandle. All along Fort Walton Beach Florida, otherwise known as Okaloosa Island,...

    Pool

    $171 to $341/night

  10. CONDOMINIUM
    El Matador 343

    El Matador 343

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $171 to $341/night

  11. CONDOMINIUM
    El Matador 413

    El Matador 413

    Fort Walton Beach, FL

    Looking for Paradise? Here it is at the El Matador! Has to be the most sought of family vacation resort on the Emerald Coast. A secluded condominium nestled between the beautiful white sand dunes and the sparkling Emerald Waters of the Gulf of...

    Pool

    $171 to $341/night

  12. CONDOMINIUM
    Aqua Villa 105

    Aqua Villa 105

    Fort Walton Beach, FL

    The Aqua Villa has the only pet friendly condos on our Island. Walking your dogs is not allowed on the complex grounds or on the beach. However there is a 2 mile stretch outside of this complex where you can walk your dogs. Please be respectful and...

    Pool Pets OK

    $148 to $283/night

  13. HOUSE
    Windsor At Westside- 8883 Menton Loop

    Windsor At Westside- 8883 Menton Loop

    Kissimmee, FL

    Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vacation to sunny central Florida, make sure to book your stay at this beautiful 8 bedroom, 6 bathroom pool home. Sleeping up to 17, the bedrooms...

    Pool
    FREE CANCELLATION

    $427 to $757/night

  14. TOWNHOUSE
    Paradise Palms- 8950 Coco Palm Road

    Paradise Palms- 8950 Coco Palm Road

    Kissimmee, FL

    We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful town home with splash pool. Attention to...

    Pool
    FREE CANCELLATION

    $152 to $373/night

  15. HOUSE
    Madeira Bay Resort 204

    Madeira Bay Resort 204

    Madeira Beach, FL

    Madeira Beach is famous for fun and adventure on its breath-taking beaches. Madeira Bay Resort 204 is the perfect spot to take advantage of the many nearby restaurants, easy beach access, lovely water view, and abundant amenities. Attractive coastal...

    Pool Hot Tub Pets OK

    $388 to $1,572/night

  16. CONDOMINIUM
    Twin Palms Condominium 1102

    Twin Palms Condominium 1102

    Panama City Beach, FL

    Luxury Two Bedroom / 2 Bath Beachfront Unit with Private Balcony The Master Bedroom features a comfortable king size bed, direct balcony access and private master bathroom with a tub/shower combo and granite vanity. The Guest Bedroom has two...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $337/night

  17. CONDOMINIUM
    Portofino T3 50...View Terrace

    Portofino T3 50...View Terrace

    Pensacola Beach, FL

    Beautiful Gulf front 5th floor condo that sleeps 6 guests. All rooms have panoramic views and are fully equipped. This unit has one of the coveted private terraces which are perfect for an "oceanside" dinner party or just enjoying the sun....

    Pool Hot Tub
    FREE CANCELLATION

    $315 to $739/night

  18. APARTMENT
    Portofino 5-1506

    Portofino 5-1506

    Pensacola Beach, FL

    A Professionals Getaway! This unit is a unique get-away when even compared to other units at the Portofino Island Resort. Feel comfortable kicking back in your flip flops with a cocktail, entertaining a business associate, or hosting a dinner...

    Pool Hot Tub

    $180 to $463/night

  19. CONDOMINIUM
    Celadon Condominium 102

    Celadon Condominium 102

    Panama City Beach, FL

    This first floor two bedroom, three bathroom that sleeps groups up to 8 people. Two master bedrooms with king beds plus a bunk room with triple bunk bed. The living room and master bedrooms face the Gulf and boast spectacular views. The master...

    Pool Hot Tub

    $141 to $378/night

  20. CONDOMINIUM
    Portofino T2 10...C & Bay View

    Portofino T2 10...C & Bay View

    Pensacola Beach, FL

    Beautiful bay front condo that has sweeping views of the Santa Rosa Sound, Lifestyle Center and pools, and perfect summertime views of the weekly fireworks show. This 10th floor condo is where you need to spend your next vacation. Beautiful beach...

    Pool Hot Tub
    FREE CANCELLATION

    $289 to $739/night

  21. CONDOMINIUM
    Twin Palms 601

    Twin Palms 601

    Panama City Beach, FL

    This immaculate 2 bedroom, 2 bathroom condo is located on the 6th floor of the Twin Palms Resort. The interior features a distinguished style and carefully selected furnishings to compliment the sophisticated mixture of black and white found...

    Pool

    $176 to $438/night

  22. CONDOMINIUM
    Holiday Surf & Racquet Club 2A

    Holiday Surf & Racquet Club 2A

    Destin, FL

    This beautifully updated 2 bedroom, 2 bathroom town home can comfortably accommodate up to 8 people with a king size bed in the master bedroom, a king size bed in the guest bedroom, a queen and full  size sleeper sofa with memory foam air mattress...

    Pool

    $161 to $409/night

  23. CONDOMINIUM
    Holiday Surf & Racquet Club 214

    Holiday Surf & Racquet Club 214

    Destin, FL

    Kick back and relax in this comfortable, nicely furnished, gulf front one bedroom, one bathroom unit. Sleeping a maximum of 4, this unit has a king size bed in the master bedroom and a pullout sleeper sofa in the living room and comes with a fully...

    Pool

    $138 to $321/night

  24. CONDOMINIUM
    Holiday Surf & Racquet Club 113

    Holiday Surf & Racquet Club 113

    Destin, FL

    Condominium rental unit #113 accommodates up to 6 people with a king size bed in the master bedroom, a queen size bed in the guest bedroom plus a new sofa sleeper in the living room. Entire unit has tile floors and is newly renovated throughout with...

    Pool

    $161 to $409/night

  25. CONDOMINIUM
    Holiday Surf & Racquet Club 1A

    Holiday Surf & Racquet Club 1A

    Destin, FL

    This one of a kind Unit #1A is charming and conveniently located. It can comfortably accommodate up to 5 people with a queen size bed in the bedroom, a queen size sleeper sofa and 2 stowaway twin sleeper ottomans in the living room, as well as 2...

    Pool

    $138 to $321/night

  26. CONDOMINIUM
    Holiday Surf & Racquet Club 703

    Holiday Surf & Racquet Club 703

    Destin, FL

    This beautifully updated unit accommodates up to 4 guests with a luxurious king size bed in the master bedroom and a sleeper sofa in the living room. Unit has all new tile floors, a walk in shower, new stainless steel appliances, new furniture and...

    Pool

    $138 to $321/night

  27. CONDOMINIUM
    Holiday Surf & Racquet Club 520

    Holiday Surf & Racquet Club 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

    $161 to $409/night

  28. CONDOMINIUM
    Holiday Surf & Racquet Club 306

    Holiday Surf & Racquet Club 306

    Destin, FL

    Watch the sun rise over the sea on your own private balcony, cup of coffee in your hand, in our beautiful remodeled 1BR/1BA condo in the heart of Destin. A sun-ripened respite for our Midwestern family, Unit 306 comfortably accommodates up to 4...

    Pool

    $138 to $321/night

  29. CONDOMINIUM
    332 El Matador

    332 El Matador

    Fort Walton Beach, FL

    THIS UNIT IS CURRENTLY UNDER RENOVATION - NEW PHOTOS WILL BE ADDED AS SOON AS THEY ARE AVAILABLE. You couldn't ask for a better view than the one you have from this unit with gorgeous views from the living room and master bedroom. Kitchen is fully...

    Pool

    $193 to $503/night

  30. CONDOMINIUM
    Shoreline 1123 Condo

    Shoreline 1123 Condo

    Destin, FL

    2 Bedroom Penthouse. Closed kitchen. King bed in the Master & 2 Double beds in the Guest as well as a sleeper sofa. 3 TVs, 1 VCR, & 3 DVDs. Walk-in Shower in Guest Bath. The unit is equipped with a washer and dryer for you convenience. Open Balcony...

    Pool

    $198 to $419/night