What are the top rated Winter Rentals in Delray Beach?

There are a lot of options in Delray Beach. If you plan on staying in the Delray Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Delray Beach: <a href="/property/great-location-clean-cozy-and-comfortable-walk-downtown-and-to-beach/HA-121233812" class="class="static-page-link"">GREAT LOCATION! Clean, cozy, and comfortable! Walk downtown and to beach!</a> <a href="/property/2br-1-ba-beautifully-designed-home-close-to-all-the-action-of-delray/HA-3211493024" class="class="static-page-link"">2BR- 1 BA Beautifully Designed Home, close to all the action of Delray</a> <a href="/property/newer-island-style-home-with-salt-water-pool/HA-321951047" class="class="static-page-link"">Newer Island Style Home with Salt Water Pool</a> <a href="/property/location-beachgoers-dream-home-1-block-from-the-beach-with-a-heated-pool/HA-3211623641" class="class="static-page-link"">LOCATION! Beachgoers Dream Home 1 block from the beach with a heated pool!</a> <a href="/property/walk-to-beaches-the-ave-from-this-1br-villa-private-quiet-w-saltwater-pool/HA-321663947" class="class="static-page-link"">Walk to Beaches &amp; the Ave from this 1BR Villa- Private, Quiet w/Saltwater Pool</a> <a href="/property/a-private-waterfront-lake-ida-setting-located-in-the-middle-of-23-acres/HA-3212617012" class="class="static-page-link"">A private waterfront Lake Ida setting located in the middle of 23 acres</a> <a href="/property/delray-beach-waterfront-style-close-to-beach-shopping-dining-atlantic-ave/HA-321996919" class="class="static-page-link"">Delray Beach - Waterfront Style - Close to Beach, Shopping, Dining, Atlantic Ave</a> <a href="/property/b-e-a-c-h-best-escape-anyone-could-have-2br-2bth/HA-3213017056" class="class="static-page-link"">B.E.A.C.H. Best Escape Anyone Could Have. 2br/2bth</a> <a href="/property/the-beach-break-at-bahama-house/HA-3212011068" class="class="static-page-link"">The Beach Break at Bahama House</a> <a href="/property/walk-to-beach-shops-dining-top-rated-delray-gem-has-free-parking/HA-321725763" class="class="static-page-link"">Walk to Beach, Shops &amp; Dining. Top Rated Delray Gem has Free Parking!</a>

How much does it cost to rent a place to stay near Delray Beach in the wintertime?

The average cost for winter rentals in Delray Beach is $594 per night. Delraybeachluxuryrentals has a wide list of great winter places to stay near Delray Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Delray Beach that allow pets?

Yes, here are the top cottage/chalet rentals in Delray Beach that allow you to bring your pet or dog: Fun Magical Home On Canal-Relaxing Pool -Spa-Enjoy Fishing-Kayaks-WiFi-Near All Wonderful Intracoastal Home Heated Pool EastDelray Tiki Hut, Htd Pool, Billiards, Putt-Putt, Canal Fun Downtown Delray Home-Walk to Atlantic Ave.-Pool-Tiki hut-Bikes-WiFi-Near All See all <a href="/all/usa/florida/delray-beach/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in Delray Beach</a> on Delraybeachluxuryrentals

Do you have any winter rentals in Delray Beach that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Delray Beach to find what works for you.

Are there winter accommodations in Delray Beach that have indoor swimming pools?

As of 2026, the data from Delraybeachluxuryrentals shows that there are over 533 private swimming pools or indoor pools accommodations near Delray Beach along with other great amenities.

Winter Rentals in Delray Beach:【 GREAT PRICES 】

Fun Magical Home On Canal-Relaxing Pool -Spa-Enjoy Fishing-Kayaks-WiFi-Near All

From US $583

10.0 (107 Reviews)

House

Fun Magical Home On Canal-Relaxing Pool -Spa-Enjoy Fishing-Kayaks-WiFi-Near All

Air Conditioner
Parking
Pet Friendly

Delray Beach Winter Rentals & Holiday Homes

Discover winter rentals Delray Beach - We found 533 exact matches

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