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. CONDOMINIUM
    #101 at Crimson Condos

    #101 at Crimson Condos

    Madeira Beach, FL

    Enjoy oceanfront and pool views from this bright and well appointed 2 bedroom, 2 bath condominium in sought after southern Madeira Beach. This vacation home has all the amenities, including location! location! location! as it sits directly across...

    Pool Hot Tub

    $261 to $478/night

  2. HOUSE
    #101 Beach Place Condos

    #101 Beach Place Condos

    Madeira Beach, FL

    Get away from it all in this delightful 2 bedroom, 2 bath condominium in exclusive southern Madeira Beach. With a prime location across from John's Pass Village, and easy access to the one of a kind tropical Florida beaches, here you will find...

    Pool

    $208 to $334/night

  3. CONDOMINIUM
    #102 at Crimson Condos

    #102 at Crimson Condos

    Madeira Beach, FL

    Your vacation begins the moment you step into 102 Crimson in southern Madeira Beach! With panoramic ocean views, this condo is perfectly located at the end of the unit, overlooking the pool, spa, and other amenities. The 1400 square foot 3 bedroom,...

    Pool Hot Tub

    $326 to $523/night

  4. CONDOMINIUM
    #102 Beach Place Condos

    #102 Beach Place Condos

    Madeira Beach, FL

    Remodeled Fall 2016, 1,125 square foot, 2 bedroom, 2 bathroom condo complete with balcony view of popular John's Pass in southern Madeira Beach. This ideally located condo includes heated beachside pool, BBQ grills and an on-site coin laundry for...

    Pool

    $208 to $334/night

  5. CONDOMINIUM
    #103 at Crimson Condos

    #103 at Crimson Condos

    Madeira Beach, FL

    It doesn't get much better than this when visiting southern Madeira Beach! Enjoy first class living in this beautiful 3 bedroom, 3 bathroom condo complete with ocean and pool views. This bright and airy 1,570 square foot property offers everything...

    Pool Hot Tub

    $287 to $457/night

  6. CONDOMINIUM
    #104 at Crimson Condos

    #104 at Crimson Condos

    Madeira Beach, FL

    You won't need to walk far to the beach from this lovely sought after condo! Located just steps from the beautiful gulf waters, this southern Madeira Beach 2 bedroom, 2 bath retreat is perfect for those looking for a memorable holiday! Stunning...

    Pool Hot Tub

    $195 to $406/night

  7. CONDOMINIUM
    #104 at Las Brisas Condo

    #104 at Las Brisas Condo

    Madeira Beach, FL

    If you seek a vacation property within northern Madeira Beach with spectacular views, cool ocean breezes, and entertainment just a stone's throw away, look no further. This well appointed 3 bedroom, 2 bath condo, with large rooms, top amenities and...

    $235 to $443/night

  8. CONDOMINIUM
    #105 at Crimson Condos

    #105 at Crimson Condos

    Madeira Beach, FL

    Charming, well maintained 2 bedroom, 2 bathroom condo in sought after southern Madeira Beach is a guest favorite! This 1,225 square foot residence is beautifully decorated and resembles something straight out of a Pottery Barn catalog. No detail has...

    Pool Hot Tub

    $189 to $356/night

  9. HOUSE
    #106 Beach Place Condos

    #106 Beach Place Condos

    Madeira Beach, FL

    Under new ownership, this ideally located 3 bedroom, 2 bath, corner unit condo has been completely renovated and updated. Just across the street from popular John's Pass Village, and overlooking the swimming pool, all with ocean views, visitors will...

    Pool

    $267 to $500/night

  10. CONDOMINIUM
    #106 Madeira Norte Condo

    #106 Madeira Norte Condo

    Madeira Beach, FL

    Charming 2 bedroom, 1.5 bath located steps from the beach and across from popular John's Pass Village offers great value!. This 940 square foot property provides everything you need to have a memorable vacation. The unit offers an open floor plan...

    Pool

    $176 to $236/night

  11. HOUSE
    #108 Beach Place Condos

    #108 Beach Place Condos

    Madeira Beach, FL

    Located right at John's Pass, Madeira Beach this direct beach front 3 bedroom 2 bath has all the comforts of home with views that are sure to amaze you and your traveling companions. Relax on the beach front balcony with access from the living area...

    Pool

    $267 to $500/night

  12. CONDOMINIUM
    #108 Madeira Norte Condo

    #108 Madeira Norte Condo

    Madeira Beach, FL

    2 Bedroom 1.5 Bath Beach View from Balcony. Updates throughout, located steps from the beach and across from popular John's Pass Village offers great value!. This 940 square foot property provides everything you need to have a memorable vacation....

    Pool

    $182 to $297/night

  13. CONDOMINIUM
    #110 Madeira Norte Condo

    #110 Madeira Norte Condo

    Madeira Beach, FL

    There is too much to say about this exquisite 2 bedroom, 2 bath, 940 square foot property located in a prime location along southern Madeira Beach. From the moment you walk in, you will be entranced by this updated, beautifully decorated home that...

    Pool

    $235 to $339/night

  14. CONDOMINIUM
    #111 Madeira Norte Condo

    #111 Madeira Norte Condo

    Madeira Beach, FL

    Imagine vacationing on your own private balcony watching dolphins swim along Madeira Beach. It's been known to happen when reserving this 2 bedroom, 1.5 bathroom oceanfront condo. This 940 square foot retreat offers everything you need for a...

    Pool

    $235 to $339/night

  15. CONDOMINIUM
    #113 at Surf Song Resort

    #113 at Surf Song Resort

    Madeira Beach, FL

    2 bedroom 1 bath Surf Song Cottage - Ground floor. The cottage is a separate building apart from all other Surf Song Units. Located on the east side of the complex near the BBQ area 113 has a King in the master bedroom and twin bunk beds & single...

    Pool

    $163 to $291/night

  16. CONDOMINIUM
    #114 at Surf Song Resort

    #114 at Surf Song Resort

    Madeira Beach, FL

    This quaint, adorable ground floor 2 bedroom, 2 bath unit is just steps away from the relaxing, heated swimming pool and patio area. With tropical decorations throughout, this non smoking residence has been recently updated for added comfort to our...

    Pool

    $176 to $318/night

  17. CONDOMINIUM
    #115 at Surf Song Resort

    #115 at Surf Song Resort

    Madeira Beach, FL

    Surf Song 115 is the largest 2 bedroom 2 bath ground floor unit, ideally situated near the heated swimming pool and only a short few steps to the beach and famous John's Pass Village. Tastefully decorated, guests will enjoy the comfortable new...

    Pool

    $189 to $330/night

  18. CONDOMINIUM
    #116 at Surf Song Resort

    #116 at Surf Song Resort

    Madeira Beach, FL

    This cozy ground floor Studio efficiency is directly facing the beach and offers every amenity for a one of a kind Florida vacation. Perfect for a couple or family with one child, this studio includes breathtaking views of the tranquil heated...

    Pool

    $149 to $246/night

  19. CONDOMINIUM
    #117 at Surf Song Resort

    #117 at Surf Song Resort

    Madeira Beach, FL

    Surf Song 117 is a ground floor non-smoking Studio Efficiency overlooking the pool and the beautiful gulf waters.. This adorable property is popular for couples while offering one of a kind views! Guests will immediately notice this well cared for...

    Pool

    $149 to $246/night

  20. CONDOMINIUM
    #118 at Surf Song Resort

    #118 at Surf Song Resort

    Madeira Beach, FL

    Enjoy this wonderful 2 bedroom, 2 bath poolside condo in sought after Madeira Beach. Nicely furnished and decorated, this ground floor property is literally just steps to the refreshing, heated swimming pool, BBQ facility and lounging area. Of...

    Pool

    $176 to $318/night

  21. CONDOMINIUM
    #119 at Surf Song Resort

    #119 at Surf Song Resort

    Madeira Beach, FL

    Reserve this cute 2 bedroom, 2 bath poolside condo if you desire a relaxing Florida vacation close to all the amenities! Step outside and you are just seconds from swimming or lounging at the refreshing, heated pool. Sought after Medeira Beach is a...

    Pool

    $176 to $318/night

  22. CONDOMINIUM
    #120 at Surf Song Resort

    #120 at Surf Song Resort

    Madeira Beach, FL

    Relax in this bright and airy 2 bedroom, 2 bath poolside condo, complete with brand new kitchen, new furnishings and flat screened panel TV! Just steps from the heated beach facing pool, and a quick walk to popular John's Pass, this ground unit...

    Pool

    $176 to $318/night

  23. CONDOMINIUM
    #121 at Surf Song Resort

    #121 at Surf Song Resort

    Madeira Beach, FL

    Great opportunity to rent a beachfront property in popular Surf Song Resort in Madeira Beach! This 2 bedroom, 2 bath condo provides views, prime location, and everything you need to enjoy your stay at this sought after vacation resort. Upon...

    Pool

    $189 to $330/night

  24. CONDOMINIUM
    #154 at Surf Song Resort

    #154 at Surf Song Resort

    Madeira Beach, FL

    Perhaps no better deal at Surf Song Resort! Prime beach and pool location with views! This studio, motel style, vacation rental has recently been remodeled, including new furnishings. This nicely decorated, ground floor unit offers a comfortable...

    Pool

    $136 to $219/night

  25. HOUSE
    #200 Beach Place Condos

    #200 Beach Place Condos

    Madeira Beach, FL

    Spacious 1 bedroom, 1 bath rental property near everything, including popular John's Pass Village, white sandy beaches and heated, refreshing swimming pool! Although this unit has no balcony, you are still at Beach Place, directly on the beach!...

    Pool

    $143 to $248/night

  26. CONDOMINIUM
    #201 at Crimson Condos

    #201 at Crimson Condos

    Madeira Beach, FL

    See why guests come back year after year to this beachfront condo. This highly popular 2 bedroom, 2 bath rental is simply gorgeous with no detail overlooked. Bright and open, you will immediately notice the custom designed kitchen, with all wood...

    Pool Hot Tub

    $261 to $478/night

  27. CONDOMINIUM
    #203 at Crimson Condos

    #203 at Crimson Condos

    Madeira Beach, FL

    Beautiful, bright, spacious 3 bedroom 3 bath condo is waiting for you to enjoy! This updated retreat has it all, including one of a kind views, and proximity to all of the amenities southern Madeira Beach offers. The newly remodeled kitchen offers...

    Pool Hot Tub

    $287 to $500/night

  28. HOUSE
    #203 Beach Place Condos

    #203 Beach Place Condos

    Madeira Beach, FL

    Make yourself at home in this lovely 2 bedroom, 2 bathroom condo located in popular southern Madeira Beach and directly across the street from John's Pass Village. Free Wifi At 1,140 square feet, there is plenty of room to enjoy all that this...

    Pool

    $208 to $334/night

  29. CONDOMINIUM
    #204 at Crimson Condos

    #204 at Crimson Condos

    Madeira Beach, FL

    This popular vacation 2 bedroom 2 bathroom retreat is near it all: beaches, heated pool and all the amenities including popular John's Pass Village located just across the street! The moment you step inside this spacious, bright home, you will find...

    Pool Hot Tub

    $195 to $406/night

  30. CONDOMINIUM
    #204 Beach Place Condos

    #204 Beach Place Condos

    Madeira Beach, FL

    Spacious, comfortable and relaxing are three words that describe 204 Beach Place. This 2 bedroom 2 bathroom vacation property is a short walk from everything you need: one of a kind beaches, large heated swimming pool, BBQ facilities and popular...

    Pool

    $208 to $334/night