The 27 Best Holiday Rentals in Florida

Ranked 2 out of 22,805 in the Florida region, as well as being 1 of 614 for holiday rentals in Orlando.

• “”
• “A very cozy and private place. With all the comforts.”
• “Would stay here again. Excellent place.”
• See more reviews of Roy's guest house

Ranked 3 out of 22,805 in the Florida region, as well as being 1 of 101 for holiday rentals in Key West.

• “This place is exceptional, very clean, cozy and centrally...”
• “The whole staff is incredible.”
• “A hidden gem with so much value”
• See more reviews of Key West Villas

Ranked 4 out of 22,805 in the Florida region, as well as being 1 of 90 for holiday rentals in Pensacola Beach.

• “Everything was amazing. The condo is beautiful! I loved everything about it. Wish I lived there!”
• “Beautiful condo and location.”
• “We loved it so much. We will definitely be back again.”
• See more reviews of Pensacola, Oceanfront Paradise With Private Beach

Ranked 5 out of 22,805 in the Florida region, as well as being 1 of 617 for holiday rentals in Miami.

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• “Wonderful place! When I come back to Miami, it will definitely be back to this location!”
• “Friendly and helpful host.”
• See more reviews of Casa Cuba in Little Havana, Brickell, Calle 8 and 10 minutes to the Beach FREE PARKING

Ranked 6 out of 22,805 in the Florida region, as well as being 1 of 111 for holiday rentals in Cape Coral.

• “Houseqas nice, bed comfy and pool was wonderful.”
• “Wholeheartedly recommend this inviting and clean space!”
• “Our stay was perfect again! We enjoy this home so much and look forward to many more years vacationing there!”
• See more reviews of Blue Door Retreat - Luxury Pool Home - sleeps 8

Ranked 7 out of 22,805 in the Florida region, as well as being 1 of 22 for holiday rentals in Jensen Beach.

• “We couldn’t have been more comfortable!”
• “The property was very nice and had all the amenities that...”
• “Outstandinguv”
• See more reviews of Ambers Jensen Beachhouse with Hot Tub

Ranked 9 out of 22,805 in the Florida region, as well as being 1 of 8 for holiday rentals in Palm Beach Shores.

• “Hidden Gem”
• “We traveled as a family of 4 with 2 small children.”
• “”
• See more reviews of Fernando Flats

Ranked 10 out of 22,805 in the Florida region, as well as being 2 of 614 for holiday rentals in Orlando.

• “Fab house, clean and safe and had all facilities. Near a Walmart so stocking up was easy on food as if you’re from the U”
• “Pleasant experience”
• “The Place Was Worth Staying I Enjoyed Everything”
• See more reviews of New 2022 Spacious&Tranquil Townhouse near Disney

Ranked 11 out of 22,805 in the Florida region, as well as being 1 of 23 for holiday rentals in Homestead.

• “The room was clean and had everything we needed.”
• “Little home to relax.”
• “Perfect!”
• See more reviews of Maria's Los Cirhuelos

Ranked 12 out of 22,805 in the Florida region, as well as being 1 of 181 for holiday rentals in St. Augustine.

• “Lovely stay in beautiful bungalow”
• “It was just what I wanted and more!”
• “It was so cozy and comfortable.”
• See more reviews of Luxurious Bohemian Bungalow in Lincolnville - Mins from Downtown!

Ranked 13 out of 22,805 in the Florida region, as well as being 1 of 13 for holiday rentals in Brandon.

• “The space was clean, updated, and private.”
• “very cozy and inviting”
• “Exceptional 🙂”
• See more reviews of All modern Studio with private entry & parking.

Ranked 15 out of 22,805 in the Florida region, as well as being 1 of 251 for holiday rentals in Fort Lauderdale.

• “Pleasant weekend in Fort Lauderdale”
• “Clean & Comfortable”
• “Thank you very much”
• See more reviews of Casa806 Men Only Guest House

Ranked 16 out of 22,805 in the Florida region, as well as being 2 of 42 for holiday rentals in Venice.

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• See more reviews of Addy's Villas

Ranked 17 out of 22,805 in the Florida region, as well as being 2 of 617 for holiday rentals in Miami.

• “Comfortable”
• “We enjoyed our stay”
• “HOST IS VERY CONSIDERATE, THE PLACE IS VERY COMFORTABLE, THANK YOU FOR A WONDERFUL STAY.”
• See more reviews of Guayabita's House

Ranked 18 out of 22,805 in the Florida region, as well as being 3 of 617 for holiday rentals in Miami.

• “Loved the location.”
• “Although there were a few adjustments that had to be made, I would definitely stay again.”
• “The house was very clean and smelled great.”
• See more reviews of Luxurious & Spacious Townhouse in Prime Location

Ranked 19 out of 22,805 in the Florida region, as well as being 3 of 64 for holiday rentals in New Smyrna Beach.

• “Excellent stay, good location, great condo and owners were very attentive.”
• “Michele was a great host, accommodating, and very quick with...”
• “We plan to come back again and again”
• See more reviews of Honu Hideaway at Ocean Walk Resort

Ranked 20 out of 22,805 in the Florida region, as well as being 4 of 617 for holiday rentals in Miami.

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• “I loved the location.”
• See more reviews of Wonderful Unit In Downtown Miami With Free Parking

Ranked 21 out of 22,805 in the Florida region, as well as being 1 of 124 for holiday rentals in St Pete Beach.

• “Fantastic location”
• “A little slice of heaven”
• “The perfect base for a holiday on the west coast of Florida!”
• See more reviews of The Roth Hotel, Treasure Island, Florida

Ranked 22 out of 22,805 in the Florida region, as well as being 1 of 270 for holiday rentals in Hollywood.

• “”
• “We had a very confortable stay at this property”
• “Host was excellent and rooms were great.”
• See more reviews of Luxury Stylish Oceanfront 2 bedroom 2 bathroom in HOLLYWOOD FL

Ranked 23 out of 22,805 in the Florida region, as well as being 5 of 617 for holiday rentals in Miami.

• “Lovely stay. Owner was friendly and easy to work with. Everything was as expected along with a few added personal touche”
• “”
• “Everything you need”
• See more reviews of Modern 2/1 Apt near Midtown and Beaches

Ranked 24 out of 22,805 in the Florida region, as well as being 1 of 32 for holiday rentals in Cape Canaveral.

• “Overall met our needs for the 3 days we were in the area.”
• “Very nice”
• “Communication from the host was excellent and we were...”
• See more reviews of Casa Flamingo

Ranked 25 out of 22,805 in the Florida region, as well as being 1 of 93 for holiday rentals in West Palm Beach.

• “Wonderful experience. Owners are very nice.”
• “The house had everything you would need.”
• “The house was in a great location, clean and beautiful on the inside and outside!!!! It felt like home!!!”
• See more reviews of Beautiful Main House in West Palm Beach

Ranked 26 out of 22,805 in the Florida region, as well as being 3 of 33 for holiday rentals in Crystal River.

• “Central, well-equipped home with a friendly owner and a lot of potential”
• “If you like shabby chic then this is the place for you.”
• “Awesome experience and we will return.”
• See more reviews of The Three Sisters - Crystal River FL

Ranked 27 out of 22,805 in the Florida region, as well as being 3 of 614 for holiday rentals in Orlando.

• “Good family experience.”
• “Did not like the small pool for the house size need to be a...”
• “Celebrated my graduation from nursing school with my family. Awesome time!”
• See more reviews of Formosa Valley by UNE Homes

Ranked 28 out of 22,805 in the Florida region, as well as being 3 of 111 for holiday rentals in Cape Coral.

• “The house is super well maintained, super clean.”
• “Great, pet friendly house”
• “Very inviting and comfortable.”
• See more reviews of Mermaids & Marlins Private House & Pool

Ranked 29 out of 22,805 in the Florida region, as well as being 2 of 251 for holiday rentals in Fort Lauderdale.

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• “Wonder stay before a cruise”
• See more reviews of Beach Aqualina Apartments

Ranked 30 out of 22,805 in the Florida region, as well as being 3 of 246 for holiday rentals in Clearwater Beach.

• “We had a peaceful few days.”
• “Extremely clean comfortable and you can’t beat the location.”
• “Had a great and relaxing time.”
• See more reviews of Condo in Paradise -Beach and Intracoastal Waterway