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. 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
  2. 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

  3. 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
  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

  22. 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

  23. 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

  24. HOUSE
    Sea Star Villa

    Sea Star Villa

    Holmes Beach, FL

    Welcome to Sea Star Villa! This well constructed 2 bedroom with a study and 3 bathroom property is ready to host up to six guests comfortably.  Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy...

    Pool

    $225 to $441/night

  25. CONDOMINIUM
    Oceans Of Amelia- 214

    Oceans Of Amelia- 214

    Fernandina Beach, FL

    2 Bedroom/2 Bath, 3rd floor Oceanfront condo sleeps 6. Oceanfront deck and pool. 2 Bedroom , 2 Bath Condo that truely reflects Amelia Island decor. The master bedroom has queen bed decorated in blue with a lighthouse theme and it also has an...

    Pool
    FREE CANCELLATION

    $237 to $308/night

  26. COTTAGE
    1584 S. Fletcher Cottage

    1584 S. Fletcher Cottage

    Fernandina Beach, FL

    Sleep 10 in this 4 bedroom, 3 bathroom, 2 level, Oceanfront home has private boardwalk to beach. This is a beautiful, four bedroom, three bath beach home with recent updates. Come pamper yourself with the comforts of home with modern stainless...

    FREE CANCELLATION

    $486 to $622/night

  27. CONDOMINIUM
    Oceans Of Amelia- 215

    Oceans Of Amelia- 215

    Fernandina Beach, FL

    End unit with designer touches & extended Oceanviews! Completely Renovated 2018. Oceans of amelia end unit with designer touches & extended ocean views! Completely renovated 2018. This condo has just been completely renovated and is a must see; so...

    Pool
    FREE CANCELLATION

    $258 to $337/night

  28. CONDOMINIUM
    Amelia By The Sea- 335 ASea

    Amelia By The Sea- 335 ASea

    Fernandina Beach, FL

    3rd Floor 2 Bed/2 Bath Oceanfront condo sleeps 6. Tennis, W/D, pier, balcony & pool. Unit 335 is a beautifully decorated and appointed 2 bedroom condo with all the comforts and home. The guest bedroom offers the extra comfort of both a Queen and...

    Pool
    FREE CANCELLATION

    $338 to $385/night

  29. COTTAGE
    623 Ocean Cottage at Fernandina Beach

    623 Ocean Cottage at Fernandina Beach

    Fernandina Beach, FL

    Pet friendly - One Dog permitted at this property. Only dogs 40 pounds and under permitted.  Cats are not Permitted. Cozy 3 bed/3-1/2 bath cottage sleeps 6- pet friendly. Oceanviews from balcony and LR. This Ocean front Cottage is the perfect...

    Pets OK
    FREE CANCELLATION

    $296 to $350/night

  30. CONDOMINIUM
    Villas of Summer Beach

    Villas of Summer Beach

    Amelia Island, FL

    2 bed/2 bath townhome, short walk to beach. Florida Room overlooking courtyard. Sleeps 4 Beautiful, 2 bedrooms 2 bathrooms Townhome 95121 Amalfi Drive, Unit 2 is a beautiful addition located just blocks away from the beach with relaxing tasteful...

    Pool
    FREE CANCELLATION

    $187 to $258/night