The 30 Best Holiday Rentals in Florida

Ranked 1 out of 21,722 in the Florida region, as well as being 1 of 2 for holiday rentals in Masaryktown.

• “Unforgettable retreat”
• “Great place”
• “Good communication and friendly welcome.”
• See more reviews of The Harmony Oaks Homestead

Ranked 2 out of 21,722 in the Florida region, as well as being 1 of 98 for holiday rentals in Key West.

• “Best location to stay in Key West”
• “Amazingly welcoming staff and incredible amenities.”
• “Perfect location for Old Key West. Room size was great. Overall Kevin and Heather were great hosts”
• See more reviews of Key West Villas

Ranked 3 out of 21,722 in the Florida region, as well as being 1 of 569 for holiday rentals in Orlando.

• “Private, comfortable, safe, clean, chic & homey!”
• “Everything has been perfect, super clean!”
• “Perfect location for short stay”
• See more reviews of Roy's guest house

Ranked 4 out of 21,722 in the Florida region, as well as being 1 of 591 for holiday rentals in Miami.

• “Beautiful if you don’t mind bugs”
• “Clean, comfortable and well equiped apartment.”
• “Best place to stay in Miami.”
• See more reviews of Casa Cuba in Little Havana, Brickell, Calle 8 and 10 minutes to the Beach FREE PARKING

Ranked 5 out of 21,722 in the Florida region, as well as being 1 of 23 for holiday rentals in Homestead.

• “Perfect!”
• “Nice place to stay”
• “very nice, would stay again”
• See more reviews of Maria's Los Cirhuelos

Ranked 6 out of 21,722 in the Florida region, as well as being 1 of 11 for holiday rentals in Merritt Island.

• “Perfect Stay - would definitely book again.”
• “Very clean and comfy!”
• “Love it and relaxed”
• See more reviews of Merrit island waterfront house lots of parking

Ranked 7 out of 21,722 in the Florida region, as well as being 1 of 71 for holiday rentals in Pensacola Beach.

• “Amazing, nice and clean Condo with everything you need”
• “Awesome”
• “We loved it and a can’t wait to book again!”
• See more reviews of Pensacola Beach Front Emerald Waters

Ranked 8 out of 21,722 in the Florida region, as well as being 2 of 93 for holiday rentals in Cape Coral.

• “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!”
• “Very nice house, everything working perfectly.”
• See more reviews of Blue Door Retreat - Luxury Pool Home - sleeps 8

Ranked 9 out of 21,722 in the Florida region, as well as being 1 of 245 for holiday rentals in Clearwater Beach.

• “We loved our stay”
• “Fun little get away!”
• “The host was wonderful, and the place was clean and well...”
• See more reviews of Sand Glo Villas

Ranked 10 out of 21,722 in the Florida region, as well as being 1 of 45 for holiday rentals in Venice.

• “We love the pool loves birds of paradise Villa and the...”
• “Easy access to beach, boat ramp, and shopping.”
• “Excellent accommodations and a great location close to the...”
• See more reviews of Addy's Villas

Ranked 11 out of 21,722 in the Florida region, as well as being 2 of 569 for holiday rentals in Orlando.

• “Pleasant experience”
• “The Place Was Worth Staying I Enjoyed Everything”
• “Great!!!”
• See more reviews of New Spacious&Tranquil Townhouse near Disney

Ranked 12 out of 21,722 in the Florida region, as well as being 1 of 46 for holiday rentals in St Petersburg.

• “Paradise in St. Pete.”
• “The space was perfect.”
• “Enjoyed the trip; not having all kitchen amenities was the only drawback for us.”
• See more reviews of Perfecto's Retreat- LUXURY Cabin

Ranked 13 out of 21,722 in the Florida region, as well as being 2 of 591 for holiday rentals in Miami.

• “It was a great last stop of our FL trip”
• “We've had a really good time here.”
• “Very nice trip and place to stay for my medical needs.”
• See more reviews of Guayabita's House

Ranked 14 out of 21,722 in the Florida region, as well as being 3 of 591 for holiday rentals in Miami.

• “The house was very clean and smelled great.”
• “The place was so nice and clean and very convenient ”
• “Great host and place to stay, top”
• See more reviews of Luxurious & Spacious Townhouse in Prime Location

Ranked 15 out of 21,722 in the Florida region, as well as being 1 of 18 for holiday rentals in Jensen Beach.

• “Everything!”
• “I recommend”
• “Unforgettable experience at a rental house that exceeded all expectations. The amenities, including a fully equipped kit”
• See more reviews of 3 BDRM cottage w/hot tub, near fishing, beach & DT

Ranked 16 out of 21,722 in the Florida region, as well as being 1 of 231 for holiday rentals in Fort Lauderdale.

• “Clean & Comfortable”
• “Thank you very much”
• “The best Birthday ever!”
• See more reviews of Casa806 Men Only Guest House

Ranked 17 out of 21,722 in the Florida region, as well as being 2 of 61 for holiday rentals in New Smyrna Beach.

• “This was our first visit to New Smyrna and it did not disappoint, the condo was amazing and the short walk to the beach&”
• “Great Location.. Very Relaxing”
• “Our family and I loved that the condo was well stocked with...”
• See more reviews of Honu Hideaway at Ocean Walk Resort

Ranked 18 out of 21,722 in the Florida region, as well as being 1 of 8 for holiday rentals in Palm Beach Shores.

• “We were there for a fishing tournament looking for a nice...”
• “This place is a hidden gem !”
• “Not satisfied at all”
• See more reviews of Fernando Flats

Ranked 19 out of 21,722 in the Florida region, as well as being 4 of 591 for holiday rentals in Miami.

• “I have got a very nice experience.”
• “Amazing place, great value for money!”
• “3-night stay in cosy comfort. Very clean accommodation with kind host Alex sending fast responses.”
• See more reviews of Modern 2/1 Apt near Midtown and Beaches

Ranked 20 out of 21,722 in the Florida region, as well as being 1 of 14 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 21 out of 21,722 in the Florida region, as well as being 3 of 569 for holiday rentals in Orlando.

• “Exceptional”
• “It was great we have stayed at this property and similar others. It’s always great a little pricey but always worth the”
• “We had a enjoyable experience.”
• See more reviews of Formosa Valley by UNE Homes

Ranked 22 out of 21,722 in the Florida region, as well as being 1 of 269 for holiday rentals in Hollywood.

• “Wonderful”
• “Condo was absolutely amazing and our stay was too short!”
• “Very clean and cozy place.”
• See more reviews of Luxury Stylish Oceanfront 2 bedroom 2 bathroom in HOLLYWOOD FL

Ranked 23 out of 21,722 in the Florida region, as well as being 1 of 30 for holiday rentals in Cape Canaveral.

• “Great place for pre cruise stay.”
• “Well maintained, clean facility, plush towels, beautiful...”
• “Star performer on the Space Coast”
• See more reviews of Casa Flamingo

Ranked 24 out of 21,722 in the Florida region, as well as being 1 of 56 for holiday rentals in Pompano Beach.

• “Nice comfortable house”
• “10/10 Home, amenities, location.”
• “Beautiful house and pool. Very relaxing”
• See more reviews of Salt Life Beach Cottage Sleeps 8 Heated Pool

Ranked 25 out of 21,722 in the Florida region, as well as being 5 of 591 for holiday rentals in Miami.

• “A Terrific Slice of Little Havana”
• “Perfect stay in Little Havana”
• “Our stay was excellent and we can warmly recommend the apartment. The place is a little paradise!”
• See more reviews of The Wild Rose

Ranked 26 out of 21,722 in the Florida region, as well as being 1 of 131 for holiday rentals in St Pete Beach.

• “Beautiful setting and excellent accommodations. Saw sunrise on intercostal and sunsets on the Gulf”
• “Will return to this lovely spot. Hope shower floor receives the”
• “Location was premium”
• See more reviews of The Roth Hotel, Treasure Island, Florida

Ranked 27 out of 21,722 in the Florida region, as well as being 1 of 128 for holiday rentals in West Palm Beach.

• “We would definitely stay here again. Had everything we needed.”
• “Definitely would stay again”
• “A very nice surprise for 1 night. Will stay here again when coming to WP”
• See more reviews of Wellington Garden

Ranked 28 out of 21,722 in the Florida region, as well as being 3 of 45 for holiday rentals in Venice.

• “The place was cozy, clean, everything you needed.”
• “Very enjoyable stay, great location and private. The hosts were very responsive.”
• “Excellent in every way!”
• See more reviews of Venetian Vacation

Ranked 29 out of 21,722 in the Florida region, as well as being 1 of 169 for holiday rentals in St. Augustine.

• “The bungalow is perfect for a small family or group of friends. The interior is fun and welcoming, with lots of cute det”
• “We loved the little touches this stay provides, from coffee...”
• “Wonderful location, breezy and eclectic.”
• See more reviews of Luxurious Bohemian Bungalow in Lincolnville - Mins from Downtown!

Ranked 30 out of 21,722 in the Florida region, as well as being 1 of 203 for holiday rentals in Tampa.

• “Very cute!”
• “Reasonable price with more than expected”
• “Lovely Private Oasis”
• See more reviews of The little Paris suite