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Rental Homes with a Pool

Search our collection of vacation rental homes with a private pool for your relaxation and enjoyment.

Life's A Beach

from $390/nt On Sale!

New Home to our rental portfolio!  Book your Vacation now while there is still availability!  Embracing Destin’s relaxed coastal lifestyle, Life’s A Beach luxury vacation home is ready to make...

Soleil Levant

from $1,317/wk On Sale!

The name of this colorful Destin vacation home says it all! Soleil Levant is French for “Rising Sun” signifying the dawn of a gorgeous retreat for you and your loved ones. Let your vacation rise to a new...

Under The Tuscan Sun

from $470/nt On Sale!

Reminiscent of an Italian manor, Under the Tuscan Sun will leave you amazed. This tri-level palace boasts every nicety, extra and upgrade that one could desire. Not to mention that it enjoys private beach...

Sunny Oasis

from $239/nt On Sale!

 LOCATION, LOCATION, LOCATION! Sunny Oasis is just a quick walk to the white sandy beach where your beach chairs & crystal blue water of the Gulf of Mexico await! Exquisite, newly renovated, fully...

18 Summers

from $269/nt On Sale!

 Isn’t it frustrating how the great times in life seem to fly by while the not-so-great times drag on and on? Unfortunately, this Destin vacation rental can’t stop time, but it does have an unwind...

Cool Breeze Cottage

from $294/nt On Sale!

It’s been said that life is not measured by the number of breaths we take, but by the moments that take our breath away. Thankfully, this Destin vacation rental is a catalyst for ‘take your breath away...

Aint Miss "B" Haven

from $233/nt On Sale!

Home under renovations - New pictures coming soon!   The Gulf of Mexico expands its shores in this recently renovated Destin vacation rental home. The attributes we love about the Gulf- the fresh air...


from $515/nt On Sale!

 Forget the self-help books and therapy sessions- all you need to feel like you’ve ‘got it together’ is a Destin vacation at ReGrouper! This four story beach vacation rental can comfortably fit several...

Dolphins Cottage

from $135/nt On Sale!

This home is undergoing a complete remodel this winter and will be ready for guests March 2018 fully updated and brand new from top to bottom.  Upgrades include: all new flooring; all new paint; all...

Blue Heaven

from $515/nt On Sale!

  Blue Heaven is an absolute dream dressed in the loveliest shades of blue! This custom-built vacation home will have you walking in the clouds the moment you step into the two-story tall entry way...

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Rated Excellent on FlipKey

4.6 average rating
based on 6,988 reviews