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
    Captiva Breeze

    Captiva Breeze

    Captiva, FL

    4 bedrooms each with own bath; arcade games, pool table and ping pong. Sleeps 10 You’ll lavish in the breeze of the ocean from this 4-bedroom home’s rooftop captain deck after beach walks, swimming in the private pool, dipping in the hot tub or...

    Pool

    $554 to $1,191/night

  2. COTTAGE
    Palms of Sanibel Lavender Cottage

    Palms of Sanibel Lavender Cottage

    Sanibel, FL

    Welcome to our charming Palms of Sanibel Lavender Cottage located on Sanibel Island near the Sanibel lighthouse. This is a two bedroom/one bathroom cottage has a queen bed located off the living room which may be seperated by a folding door for...

    Pool Pets OK

    $179 to $357/night

  3. CONDOMINIUM
    Ponce Landing 5

    Ponce Landing 5

    St. Augustine, FL

    Beautiful oceanfront townhouse situated in Ponce Landing just steps to the beach access walkway! Decks off the master bedroom (King) and guest bedroom (2 full beds) for sunrise and sunsets. Kitchen and living room are downstairs with a lanai for...

    Pool
    FREE CANCELLATION

    $269 to $464/night

  4. HOUSE
    Beautiful Brand New Home in Grayton! Amazing Gulf Views!

    Beautiful Brand New Home in Grayton! Amazing Gulf Views!...

    Santa Rosa Beach, FL

    60 Hotz Avenue is a beautiful brand new spacious home in Grayton Beach! With designer furnishings throughout, a beautiful, open layout, private second-story heated pool, and incredible Gulf views with over 2,000 square feet of outdoor space, you'll...

    Pool

    $1,721 to $2,937/night

  5. CONDOMINIUM
    Tropical Retreat Condo

    Tropical Retreat Condo

    Orlando, FL

    Vacation begins the moment you step into this elegantly decorated condo. The living area is spacious and has top-notch entertainment options including a DVD player, cable and high-speed internet. The gourmet kitchen has everything you need to make...

    Pool
    FREE CANCELLATION
  6. CONDOMINIUM
    Sunny Corner Condo #406

    Sunny Corner Condo #406

    Orlando, FL

    This corner condo offers all the luxury and relaxation needed for vacationing families or business travelers. Brand new modern furniture, stylishly painted walls and top-quality decor makes this unit your home away from home. The outdoor terrace is...

    Pool
    FREE CANCELLATION
  7. CONDOMINIUM
    Waterscape Deluxe Condo

    Waterscape Deluxe Condo

    Orlando, FL

    Waterscape Deluxe is a stunning property that will take your breath away. Located on the second floor, the view of the lush gardens and beautiful Lake Cay is unbelievable. Elegant furnishings with modern touches make the living room a great place to...

    Pool
    FREE CANCELLATION
  8. APARTMENT
    Alexander 604

    Alexander 604

    MIAMI BEACH, FL

    We offer luxury vacation rentals directly on the beach.  Located at 5225 Collins Avenue in the heart of Miami Beach, this Oceanfront Condominium Resort known as The Alexander, is recognized for its intimacy, charm, and direct access to the beach....

    Pool Hot Tub

    $406 to $678/night

  9. CONDOMINIUM
    Incredibles Hideaway

    Incredibles Hideaway

    Kissimmee, FL

    Within just 2 miles of Disney, Windsor Hills is an beautiful, gated, condo resort community located in the heart of Florida's vacation capital! Disney, Sea World, and Universal are all within 15 minutes! Our unit is an immaculate, 1400 square ft.,...

    Pool
    FREE CANCELLATION
  10. CONDOMINIUM
    SBC884 Sun Beach Club

    SBC884 Sun Beach Club

    New Smyrna Beach, FL

    Cozy 2 bedroom 2 bath condo located within walking distance to car free beach. Ground floor unit. Living room with TV, VCR, fireplace and sofa sleeper. Fully equipped kitchen and dining room with seating for 4. Master bedroom with queen size...

    Pool

    $72 to $197/night

  11. CONDOMINIUM
    Waters Edge 205S

    Waters Edge 205S

    Holmes Beach, FL

    Welcome to Waters Edge 205 S! Experience the Gulf of Mexico like never before with this oceanfront condo!  With the beach steps away and the rest of Anna Maria Island easily accessible by car or trolley, you have no shortage of ways to enjoy your...

    Pool

    $167 to $392/night

  12. HOUSE
    Whitney Beach 168

    Whitney Beach 168

    Longboat Key, FL

    Where white sandy beaches, warm turquoise gulf waters, and tropical breezes are our specialty. This updated two bedroom, two bathroom second floor apartment has every amenity possible. Features include a shared large heated swimming pool and a...

    Pool

    $264 to $285/night

  13. HOUSE
    Island Blessing

    Island Blessing

    Bradenton Beach, FL

    Island Blessing is located on the Avenues in Bradenton Beach, this cute 3 bedroom/2 bath beach cottage is only a short walk to the beautiful gulf beaches. The property is located on  Avenue A and has it's own boat slip across from the property....

    Pool

    $216 to $363/night

  14. CONDOMINIUM
    Waters Edge 110N

    Waters Edge 110N

    Holmes Beach, FL

    Welcome to Waters Edge #110N Waters Edge #110N Condo is a beautiful two bedroom, two bath condo that is located directly on the Gulf of Mexico. This stunning condo has undergone major renovations and is embellished with all brand new appliances,...

    Pool

    $239 to $366/night

  15. HOUSE
    Bridgeport 207

    Bridgeport 207

    Bradenton Beach, FL

    This 2 bedroom corner unit is across the street from the beach! Beautiful top floor 2 bedroom, 2 bath corner unit. Bridgeport 207 has two screened enclosed balconies with views of the Gulf, a laundry room and wireless internet access. Condo complex...

    Pool

    $156 to $271/night

  16. HOUSE
    Santorini

    Santorini

    Bradenton Beach, FL

    Welcome to Santorini! Located in Bradenton Beach, this beautiful blue beach cottage is a 2 bedroom 1 1/2 bath home within steps of beach, bay, restaurants, bars, shops and  piers. It's just a stones throw to the Gulf Drive Cafe and the white sand...

    Hot Tub Pets OK

    $156 to $272/night

  17. HOUSE
    Canario Cottage

    Canario Cottage

    Anna Maria, FL

    Welcome to Canario Cottage! This beautiful 3 bedroom, 2 bathroom property has 1254 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. Canario Cottage is large and offers plenty of room for...

    Pool

    $244 to $588/night

  18. HOUSE
    AMI Du Soleil

    AMI Du Soleil

    Anna Maria, FL

    "AMI" Du Soleil (Anna Maria Island/Friend of the Sun) is located on the north end of the Island and has one of the largest heated pools on the Island. Enjoy the sunset view from the front porch or from the Sandbar Restaurant, which is only half a...

    Pool

    $265 to $539/night

  19. VILLA
    Lazy Daisy

    Lazy Daisy

    Bradenton Beach, FL

    This cute island bungalow is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom, 1 bathroom beach duplex is just 25 steps to the fabulous Gulf beaches. The living area is spacious with a large HDTV...

    Pets OK

    $137 to $284/night

  20. HOUSE
    Port Royale

    Port Royale

    Holmes Beach, FL

    The view at Port Royale is unforgettable! You will love this canal front home on Key Royale Drive overlooking Bimini Bay. This beautifully done home with designer features is well appointed with 230 feet of waterfront on Bimini Bay. Sit back and...

    Pool

    $196 to $306/night

  21. CONDOMINIUM
    Nautilus-104

    Nautilus-104

    Holmes Beach, FL

    The Nautilus-104 - Gulf front and west of Gulf Drive! This 2 bedroom, 2 bath poolside condo has a full kitchen with all the modern conveniences. You can enjoy your morning coffee and meals on your private outdoor patio. You are just steps away from...

    Pool

    $179 to $255/night

  22. HOUSE
    The Villas 2A

    The Villas 2A

    Holmes Beach, FL

    Duncan Deal  A luxurious one bedroom villa with updated kitchen and many extras just steps to the beach! This one of six units in the complex is a newly renovated ground level one bedroom, one bath villa. The unit is located next to the white...

    Pool

    $111 to $213/night

  23. CABIN
    Eureka

    Eureka

    Anna Maria, FL

    Soak up the rays, play in the waves, and watch the beautiful Florida sunsets from the north end beaches of Anna Maria Island. Take an evening dip, cool drink in hand, in the refreshing blue pool surrounded by lush tropical landscaping. Eureka...

    Pool

    $293 to $539/night

  24. VILLA
    Minnow 2

    Minnow 2

    Anna Maria, FL

    Minnow 2  is a ground level, beautiful, tastefully decorated, polished terrazzo throughout, two bedroom, one bathroom bungalow offering a secluded and private screened in patio! It is only a short 2 minute stroll over to the beautiful white sandy...

    $118 to $274/night

  25. HOUSE
    Gladiolus on the Water

    Gladiolus on the Water

    Anna Maria, FL

    The desirable North end of Anna Maria and a peaceful canal front setting make this beautiful home a perfect vacation getaway! Gladiolus on the Water was recently updated with new furnishings and fresh paint, all tied together with a festive and...

    Pool

    $255 to $470/night

  26. HOUSE
    The Villas 2B

    The Villas 2B

    Holmes Beach, FL

    A luxurious two bedroom villa with updated kitchen and many extras... just steps to the beach! Villa 2B is one of six units in a "The Villa's" complex, located next to the white sandy beaches and turquoise waters of the beautiful Gulf of Mexico....

    Pool

    $135 to $239/night

  27. CABIN
    Coconut Breeze

    Coconut Breeze

    Holmes Beach, FL

    Coconut Breeze is a beautifully renovated duplex only a short 5 minute walk to the beach. Coconut Breeze is finished in a beach style with tile throughout with custom cabinets & granite counter tops. This 2 bedroom, 2 bath villa is just like home,...

    Pool

    $244 to $382/night

  28. COTTAGE
    Beach Walkers Cottage

    Beach Walkers Cottage

    Holmes Beach, FL

    Beach Walkers Cottage is a newly renovated 3 bedroom with large loft and 2 bathroom property that is in the heart of Holmes Beach. Located only 130 steps away from the white sandy beaches that Anna Maria Island is known for, this cottage is ideal...

    $235 to $411/night

  29. HOUSE
    Beach Walker's Retreat

    Beach Walker's Retreat

    Holmes Beach, FL

    Beach Walkers is a newly renovated duplex just across the street from the white sandy baches of Anna Maria Island. Rent both sides to accommodate 10 people in a total of 5 bedrooms. The nautical design and beautiful wooden floors are just the start...

    $363 to $646/night

  30. CONDOMINIUM
    Surf Rider's Cottage

    Surf Rider's Cottage

    Holmes Beach, FL

    Welcome to Surf Riders Cottage! West of Gulf Drive, this cute island bungalow is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom, 1 bathroom beach duplex with a pool and hot tub is just 5 houses...

    Pool

    $156 to $343/night