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

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. HOUSE
    Captiva Vista

    Captiva Vista

    Captiva, FL

    Welcome to the Captiva Vista on beautiful Captiva Island. Our ultra-exclusive home is located on the Gulf-to-Bay stretch of Captiva Island. Our home offers private beach access as well as bay/sound access with a dock on the opposite end of the...

    Pool

    $1,107 to $2,553/night

  2. CONDOMINIUM
    Creciente 712N

    Creciente 712N

    Fort Myers Beach , FL

    MONTHLY MINIMUM from the 1st to the 1st in peak season (Dec. - April). Breathtaking views of the sparkling Gulf waters and white sand beaches greet you as you enter this beautiful, spacious condominium with over 1,400 sq. feet of living and lanai...

    Pool
    FREE CANCELLATION

    $84 to $238/night

  3. HOUSE
    463B- The Morganite Nest

    463B- The Morganite Nest

    Captiva, FL

    463B - The Morganite Nest Located off Hidden Lane, in a nice secluded area of North Captiva Island Welcome to The Morganite Nest this beautiful rare gem has 3 Bedroom 4 Bathroom, private pool and is built with a Reserve Plan layout, so you and...

    Pool

    $201 to $634/night

  4. HOUSE
    Spinnaker Home #62228

    Spinnaker Home #62228

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 3.4 miles Distance to Tigertail Beach Entrance: 0.2 miles Distance to Private Residents' Beach (Monthly stay restriction): 1.7 miles Until you see this property for yourself, there truly is no way to...

    Pool

    $986 to $2,689/night

  5. HOUSE
    255- Serenity Now

    255- Serenity Now

    North Captiva, FL

    Serenity Now is the perfect choice for your vacation. This is one North Captiva’s large well appointed pool homes. It checks the three most important boxes on your vacation search list comfort, pool and beach. This home has beds abound with 2 king...

    Pool

    $251 to $753/night

  6. HOUSE
    168- Blue Laguna

    168- Blue Laguna

    North Captiva, FL

    BRAND-NEW RENOVATED 3 BEDROOM/3 BATH HOME WITH POOL, POOL TABLE, & AIRSTRIP MEMBERSHIP! Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation...

    Pool

    $207 to $653/night

  7. HOUSE
    043- Toes In The Sand

    043- Toes In The Sand

    Captiva, FL

    Toes In The Sand is a lovely spacious 3 bedroom, 3 bath pool home that has been beautifully designed and furnished by an interior designer. Enjoy 5 screened in porches/decks and over 1500 sq. ft. of outdoor living space. The spacious, well equipped...

    Pool

    $226 to $577/night

  8. HOUSE
    5410 Gulf Drive

    5410 Gulf Drive

    Panama City Beach, FL

    This luxurious beach house has a private pool and is one house off the beach. Offering 2,400 square feet, this 3 bedroom 3 and 1/2 bath with a third floor bonus room has ample space for your family vacation. It has been beautifully decorated with...

    Pool Pets OK

    $209 to $675/night

  9. HOUSE
    Seagrove "Utopian Village" 3319 East County Highway 30A

    Seagrove "Utopian Village" 3319 East County Hi...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Private Heated Pool *Pool can be heated for an additional per day fee*- Gulf Views- Professionally decorated- Abundant natural light through window and door transoms- 6 Adult Bikes- Steps from the Beach- Free WiFiDETAILS: Amazing...

    Pool

    $803 to $1,592/night

  10. HOUSE
    169-Key Lime Time

    169-Key Lime Time

    North Captiva, FL

    Fantastic Key Lime Time 5 bedroom Pool home w/Spa & amazing Gulfviews! Professionally decorated! Pool kitchen with sink and extra fridge off the pool area/Gas weber grill/Stereo off pool area. Master w/King and private bath and access to screen...

    Pool

    $326 to $1,035/night

  11. HOUSE
    Watersound 409 Coopersmith Lane

    Watersound 409 Coopersmith Lane

    Watersound, FL

    HOME HIGHLIGHTS:- Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $30 per day**- Four passenger golf cart- 5 adult bikes- Outdoor grill- Outside shower- Open Porches- Screened porches- Multiple...

    Pool

    $1,051 to $2,201/night

  12. HOUSE
    WaterSound "Seaglass" 152 E. Yacht Pond Lane

    WaterSound "Seaglass" 152 E. Yacht Pond Lane

    Panama City Beach, FL

    HOME HIGHLIGHTS:- Tower with Panoramic Gulf Views- Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $80/day per day**- 4 Passenger Golf Cart- Located 200 yard from the beach- Outdoor Wood-Burning...

    Pool

    $998 to $1,883/night

  13. HOUSE
    Seagrove "4K Seaside" 60 Live Oak St

    Seagrove "4K Seaside" 60 Live Oak St

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Gulf Views- Complimentary beach set up each morning which includes: 2 beach chairs with an umbrella (Service will be provided March 1 - October 31st)- Private pool **Pool heating is available for this property from October 1st...

    Pool

    $1,071 to $2,225/night

  14. HOUSE
    Destin "5 O'Clock Somewhere" 2809 Scenic HWY 98

    Destin "5 O'Clock Somewhere" 2809 Scenic ...

    Destin, FL

    HOME HIGHLIGHTS:- Private Pool- Gulf Views- Steps from the Beach- 5 Adult Bikes- Complete Clean Linen Participant - ALL linens, including comforters laundered upon every checkoutEXECUTIVE ACCESS: Guests staying at this 360 Blue property have access...

    Pool

    $697 to $1,307/night

  15. HOUSE
    5514 Gulf Drive

    5514 Gulf Drive

    Panama City Beach, FL

    This luxurious beach house has a private pool and is one house off the beach. Offering 2,400 square feet, this 4 bedroom 4 and 1/2 bath with a separate bunk room has ample space for your family vacation. It has been beautifully decorated with high...

    Pool Pets OK

    $258 to $1,044/night

  16. HOUSE
    Seagrove "MisChivas Mermaid" 172 East Chivas Lane

    Seagrove "MisChivas Mermaid" 172 East Chivas L...

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Sleeps 32- 9 Bedroom / 9 Bath- Semi Private beach access- Entire floor for the kids with 4 showers, pinball machines, ping pong table.- The Ultimate Outdoor space:- Huge Private Heated Pool **Pool heating is available for this...

    Pool

    $1,605 to $3,347/night

  17. HOUSE
    Grayton Beach "Bella Waves" 60 Hotz Avenue

    Grayton Beach "Bella Waves" 60 Hotz Avenue

    Santa Rosa Beach, FL

    HOME HIGHLIGHTS:- Incredible Gulf views- Second Floor Private Heated Pool overlooking the Gulf **Pool heating is available for this property from October 1st through May 1st for $25 per day**- 1st Floor Living area with 3 TVs- Shuffleboard- In-Home...

    Pool

    $1,387 to $2,980/night

  18. CONDOMINIUM
    Gulf Dunes 205

    Gulf Dunes 205

    Fort Walton Beach, FL

    This one-bedroom/one and a half bath unit has been decorated with a Caribbean touch that lends to the feeling of being right on the beach. There's lots of great artwork and other wall decorations throughout the space. This condo has wonderful views...

    Pool
    FREE CANCELLATION

    $171 to $271/night

  19. HOUSE
    Sunset View

    Sunset View

    Bradenton Beach, FL

    Sunset View is a three bedroom, two bath home located at 100 7th Street South in Bradenton Beach. This home has been totally renovated and features a large heated pool. Sunset View is directly across the street from a wide expanse of beach – no...

    Pool
    FREE CANCELLATION

    $297 to $1,781/night

  20. CONDOMINIUM
    Beach Colony East 12C

    Beach Colony East 12C

    Pensacola, FL

    Are you dreaming of white sandy beach and emerald green water? Dreams do come true at Beach Colony Resort, a luxury gated resort in Perdido Key, FLA. This unit is on the beach with a large balcony to enjoy the sunset, and watch the dolphins play,...

    Pool Hot Tub Pets OK
    FREE CANCELLATION

    $186 to $434/night

  21. CONDOMINIUM
    Unit 1905

    Unit 1905

    Panama City Beach, FL

    Amazing Gulf Front Condo - High Floor & Newly Renovated - Beach Chairs IncludedStart your day smiling toward the Gulf from this newly renovated and beautifully decorated apartment with breathtaking ocean views. Then kiss the day goodnight while...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $445/night

  22. CONDOMINIUM
    Unit 1605

    Unit 1605

    Panama City Beach, FL

    This 1388 square-foot oceanfront unit offers an open floor plan and a large fully equipped kitchen with granite counter tops. Enjoy breathtaking views from the spacious 360 square-foot balcony.Our two bedroom accommodations include a master bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $428/night

  23. HOUSE
    On The Sandbar

    On The Sandbar

    Miramar Beach, FL

    Welcome to Northwest Florida's Emerald Coast and the World's Most Beautiful Beaches!!!On The Sandbar - 4,500 sq. ft beach front home offers our guest some of the most amazing views of the Gulf of Mexico from all levels of this home. It's...

    Pool Pets OK
    FREE CANCELLATION

    $665 to $1,830/night

  24. CONDOMINIUM
    Unit 1406

    Unit 1406

    Panama City Beach, FL

    This 1388 square-foot oceanfront unit offers an open floor plan and a large fully equipped kitchen with granite counter tops. Enjoy breathtaking views from the spacious 360 square-foot balcony.Our two bedroom accommodations include a master bedroom...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $428/night

  25. CONDOMINIUM
    DiMucci TT 702

    DiMucci TT 702

    Daytona Beach Shores, FL

    Come be engulfed by the beauty of the ocean at our beautiful 2 bedroom/2 bathroom Direct oceanfront condo with spectacular views of the ocean from the 7th floor. This gorgeous condo is located right on the beach, you don't have to cross any streets...

    Pool Pets OK

    $145 to $171/night

  26. HOUSE
    Gulf-Side 5BR w/ Hot Tub, Pool- Walk to Beach

    Gulf-Side 5BR w/ Hot Tub, Pool- Walk to Beach

    Fort Myers Beach, FL

    Plan a multi-family escape to this spacious 5BR/4BA home with 2 living rooms and 2 kitchens. Nestled in the sand on the Fort Myers beachfront, this Gulf Coast oasis offers water views from the private pool, hot tub, and expansive sundeck. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $447 to $884/night

  27. HOUSE
    WaterSound "Rose Hall" 11 Compass Rose Way

    WaterSound "Rose Hall" 11 Compass Rose Way

    WaterSound, FL

    HOME HIGHLIGHTS- Private Heated Pool **Pool heating is available for this property from October 1st through May 1st for $35 per day**- 6 Adult Bikes- Gulf views- Open concept kitchen, living and dining room- Steps away from the GulfEXECUTIVE ACCESS:...

    Pool

    $1,160 to $2,289/night

  28. CONDOMINIUM
    Pelican Isle 218

    Pelican Isle 218

    Fort Walton Beach, FL

    Enjoy a beautiful scenic drive down Santa Rosa Boulevard to lovely Pelican Isle 218.This lovely two bedroom two bathroom condo has bonus bunks in the hallway plus a queen sleeper in the living room, allowing for a family/group of 8 people. With two...

    Pool Hot Tub
    FREE CANCELLATION

    $193 to $306/night

  29. CONDOMINIUM
    Surf Dweller 207

    Surf Dweller 207

    Fort Walton Beach, FL

    Enjoy a breathtaking view of the Gulf of Mexico from your PRIVATE 32 ft. balcony at this pristine location. This very large 1,450 sqft. 2B/2/B has all the amenities of homes. Keen cooks will enjoy this large full equipped kitchen overlooking the...

    Pool
    FREE CANCELLATION

    $193 to $306/night

  30. CONDOMINIUM
    Azure 504

    Azure 504

    Fort Walton Beach, FL

    THIS UNIT HAS A SATURDAY TO SATURDAY REQUIREMENT DURING PEAK SEASON! ** YOU MUST SEE THIS UNIT** One of the newest and most upscale properties on the Island - you will LOVE THE AZURE! NOW FEATURING KEYLESS ENTRY! Hot tubs, pools, amazing pool area,...

    Pool Hot Tub
    FREE CANCELLATION

    $243 to $461/night