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. TOWNHOUSE
    Portside Townhome T-1

    Portside Townhome T-1

    Panama City Beach, FL

    Property Description Tucked away in a private 16 acre resort this town home offers quiet relaxation with 3 pools a hot tub and more. Property Details Enjoy a relaxing vacation at this family oriented resort on the quieter west end of Panama City...

    Pool Hot Tub Pets OK

    $125 to $228/night

  2. HOUSE
    Gulf Pines

    Gulf Pines

    Sanibel, FL

    3 Bedrooms, 2 and a half Bathrooms (Sleeps 8) Enjoy Sanibel Island for a month or longer at our vacation home located in desirable Gulf Pines. Our stilted beach home has one bedroom and one bathroom on the main level with a spacious living room,...

    Pool Pets OK

    $131 to $357/night

  3. HOUSE
    The Osprey Roost Florida

    The Osprey Roost Florida

    Rotonda West, FL

    Newer home in Rotonda, Pine Valley section. This extra Large, 3 + den/2/2, home is on the center of three lots for privacy. Large waterway in the rear with South facing pool. The pool & spa deck area is the whole width of the home for maximum...

    Pool Hot Tub
    FREE CANCELLATION

    $146 to $206/night

  4. CONDOMINIUM
    Anglers Condo #57101

    Anglers Condo #57101

    Marco Island, FL

    Calusa Village Charming Old Florida meets Newer Casual Elegance! Stunning water views, Classy and Comfortable.Discover a romantic, Key West feel and life as Hemingway experienced it! Enjoy Goodland - the last remaining funky artsy fishing village...

    Pool Hot Tub
    FREE CANCELLATION

    $495 to $685/night

  5. HOUSE
    Cabrillo Beach Resort

    Cabrillo Beach Resort

    St. Peter Beach, FL

    Holiday at St. Pete Beach Florida's Cabrillo Beachfront retreat in this luxurious tropical vacation retreat which Sleeps 10 guests comfortably in 4 Spacious bedrooms. Large closets, flat screen TVs & spacious ensuite bathrooms with large showers or...

    Pool
    FREE CANCELLATION

    $1,130/night

  6. CONDOMINIUM
    Sundial C408

    Sundial C408

    Sanibel, FL

    This bright and airy unit is located on the fourth floor and just steps away to the beach and pool.  It is a 1 bedroom/1 bathroom vacation rental condo and offers beautiful views of the Gulf of Mexico from the private screened lanai.  You will...

    Pool

    $145 to $345/night

  7. HOUSE
    Paloma Florida House #76267

    Paloma Florida House #76267

    Davenport, FL

    A wonderful pool home located in the gated community of Aviana, just 15 minutes to Disney World, Universal Studios, Outlet Shopping and all other major Orlando attractions. This is a real gem !! The home features two master suites - king & queen...

    Pool

    $183/night

  8. HOUSE
    Ivory Home #59832

    Ivory Home #59832

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 2.4 miles Distance to Tigertail Beach Entrance: 2.6 miles Distance to Private Residents' Beach (Monthly stay restriction): 0.9 miles This beautiful four-bedroom vacation rental is a true gem hidden...

    Pool

    $287 to $664/night

  9. VILLA
    Four Winds South East Villa

    Four Winds South East Villa

    Indian Rocks Beach, FL

    Four Winds has four separate two bedroom one bath villas tucked away in a oak hammock that lies directly in the heart of what is now downtown Indian Rocks Beach. Catch a ride from Tampa or St. Pete. Clearwater Airports. No need for a car, everything...

    $98 to $252/night

  10. CONDOMINIUM
    Sand Castle I Condo # 404

    Sand Castle I Condo # 404

    Indian Shores, FL

    Gulf Front 2 bedroom plus den.  Master bedroom has king size bed, 2nd bedroom has 2 queens, and den has a day bed.  Washer/Dryer in unit. Gulf front views from both the living room and the master bedroom. Free high speed internet service. Heated...

    Pool

    $179 to $413/night

  11. HOUSE
    De Soto Cottage 2

    De Soto Cottage 2

    Indian Rocks Beach, FL

    FREE PERKS included!FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day. Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at...

    $126 to $336/night

  12. HOUSE
    Blue Shell House

    Blue Shell House

    Redington Shores, FL

    4 Bedroom, 3 bath home on 2 levels. Great accommodations for an extended family. Private elevator to both floors. First level has 2 bedrooms 2 baths. King size bed in the master and queen size bed in the 2nd bedroom. Jet tub in master bath, shower...

    Hot Tub

    $274 to $553/night

  13. VILLA
    Four Winds North West Villa

    Four Winds North West Villa

    Indian Rocks Beach, FL

    Four Winds has four separate two bedroom one bath villas tucked away in a oak hammock that lies directly in the heart of what is now downtown Indian Rocks Beach. Catch a ride from Tampa or St. Pete. Clearwater Airports. No need for a car, everything...

    $98 to $252/night

  14. CONDOMINIUM
    Sand Castle II Condo #306

    Sand Castle II Condo #306

    Indian Shores, FL

    * Free Perks included! * Free Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day on Indian Rocks Beach. * Unlimited Free DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and...

    Pool

    $216 to $483/night

  15. HOUSE
    DeSoto Cottage 3 #3

    DeSoto Cottage 3 #3

    Indian Rocks Beach, FL

    FREE PERKS included!FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day.Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at...

    $179 to $392/night

  16. CONDOMINIUM
    Sand Castle III 602

    Sand Castle III 602

    Indian Rocks Beach, FL

    This beautiful direct Gulf front unit is newly renovated in 2018 and has three bedrooms and two full bathrooms. The master bedroom has a King size bed, TV, and ensuite bathroom. This master bedroom also has a sliding glass door to the balcony and...

    Pool Hot Tub

    $230 to $499/night

  17. CONDOMINIUM
    Perdido Key Condominiums #B14

    Perdido Key Condominiums #B14

    Perdido Key, FL

    Welcome to B14! Our first floor condo, B14, is a popular choice at Perdido Key. We invite you to come enjoy our 2br/2ba waterfront condo located at Perdido Key Condominiums in Perdido Key. Perdido Key is known for being laid back, quite, peaceful,...

    Pool
    FREE CANCELLATION

    $163 to $300/night

  18. CONDOMINIUM
    Magnolia House Condo #480

    Magnolia House Condo #480

    Destin, FL

     Magnolia House #209MUST BE 25YRS OF AGE OR OLDER TO BOOK. SUBJECT TO EVICTION IF FOUND IN VIOLATION OF BOOKING REQUIREMENTS.**FREE DAILY ACTIVITIES** Includes: (1) Round of Golf,  (1) Dolphin Cruise Ticket & (1) Deep Sea Fishing Charter for each...

    Pool Hot Tub
    FREE CANCELLATION

    $148 to $253/night

  19. CONDOMINIUM
    Sand Castle III #501

    Sand Castle III #501

    Indian Shores, FL

    * FreeDaily Beach Cruiser Bicycles for your entire party; pick up bikes for one day. * Unlimited FREE DVD movies! That’s right we have our own movie box filled with hundreds of DVD’s and each of our condos have at least one DVD player! * Need a...

    Pool Hot Tub

    $198 to $468/night

  20. HOUSE
    Sunsetter #5538

    Sunsetter #5538

    St. Augustine, FL

    Welcome to paradise at the Sunsetter! Ocean views and carefree living await you in this stunning three story home with 4 bedrooms, 3.5 baths. Situated on the east side of A1A and just steps away from the decked walkway that leads to the area's most...

    Pool
    FREE CANCELLATION

    $501 to $1,750/night

  21. HOUSE
    209 C Street- C Breeze

    209 C Street- C Breeze

    St. Augustine Beach, FL

    "C" Breeze is an adorable 2 bedroom 2 bath home a short 2 block walk to the beautiful sand of St Augustine Beach! Your escape begins when you "breeze" into this private home on C Street. Once you arrive you may never want to leave! The open Living...

    FREE CANCELLATION

    $202 to $553/night

  22. HOUSE
    Beach Escape #52253

    Beach Escape #52253

    St. Augustine, FL

    Beach Escape is a 3 bedroom 2 bath home a short 2 block walk to the beautiful sand of St Augustine Beach! Your Escape begins when you walk into this remodeled old Florida home on a nice private lot. Once you arrive you may never want to leave! The...

    FREE CANCELLATION

    $239 to $703/night

  23. CONDOMINIUM
    Bermuda Run 8

    Bermuda Run 8

    St. Augustine Beach, FL

    Come stay in this newly remodeled 3 bedroom 2 bath oceanfront condo! Bermuda Run # 8 is a beautiful ground floor oceanfront condo in a quiet gated neighborhood in St Augustine Beach. As soon as you enter this condo you will welcomed by the newly...

    Pool
    FREE CANCELLATION

    $427 to $1,302/night

  24. CONDOMINIUM
    Holiday Villas II 106

    Holiday Villas II 106

    Indian Shores, FL

    ***** FREE Perks included! ** FREE Daily Beach Cruiser Bicycles for your entire party; pick up bikes for one day or each day from Plumlee Vacation Rental’s main office on Indian Rocks Beach. **Unlimited FREE DVD movies! That’s right we have our...

    Pool

    $117 to $333/night

  25. CONDOMINIUM
    Sand Castle I 403

    Sand Castle I 403

    Indian Shores , FL

    The direct Gulf front views are spectacular from this 2 bedroom, 2 bath condominium. The master bedroom features a king size bed, ensuite bathroom, sliding glass door to balcony and TV, the second bedroom has a queen sleeper sofa, working desk area...

    Pool Hot Tub

    $162 to $392/night

  26. HOUSE
    Beach N Lake House

    Beach N Lake House

    Holmes Beach, FL

    Beach N Lake House is on a quiet street in Holmes Beach, situated on a lake and a 4 minute easy walk to the glorious white beaches of Anna Maria Island. Enjoy the serene water view from almost every room. Recently updated, this house is very...

    Pets OK

    $235 to $441/night

  27. CONDOMINIUM
    Amelia By The Sea

    Amelia By The Sea

    Fernandina Beach, FL

    NEWLY REMODELED This is a bright 2 bedroom, 2 bath unit at the North end of the second floor. All units at Amelia by the Sea are direct oceanfront with private balconies on upper units or patios at ground level. ABTS is a well maintained gated...

    Pool
    FREE CANCELLATION

    $338 to $385/night

  28. HOUSE
    Lamplighter Home #32404

    Lamplighter Home #32404

    Marco Island, FL

    1221 Lamplighter Court is a gorgeous waterfront home with lush landscaping, surrounded by tall palm trees and complete with beautiful high-end furnishings for a luxury Marco Island vacation experience. The location of the home on a quiet street...

    Pool

    $260 to $664/night

  29. HOUSE
    Rookery Home #29543

    Rookery Home #29543

    Marco Island, FL

    Distance to Marco Island South Beach Entrance: 4.2 miles Distance to Tigertail Beach Entrance: 3.2 miles Distance to Private Residents' Beach (Monthly stay restriction): 3.4 miles. Amazing views from this 3 bedroom plus den waterfront home. Dolphins...

    Pool

    $340 to $628/night

  30. HOUSE
    Wren Home #62541

    Wren Home #62541

    Marco Island, FL

    For a family looking for something to step their Marco Island vacation up a notch, this elegant home is just the ticket. An open floor plan allows each room to seamlessly melt into the next, creating an open place for everyone to find their favorite...

    Pool

    $233 to $547/night