Holiday Homes in South Florida
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for South Florida holiday homes
1. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
Arianna
The price is AU$324
includes taxes & fees
2 Dec - 3 Dec
2. Home Sweet Home - Units 1 & 2
Home Sweet Home - Units 1 & 2North Miami
The price is AU$265
includes taxes & fees
16 Nov - 17 Nov
3. Dreams Away - Sleeps 10 Pool Golf Fun
Dreams Away - Sleeps 10 Pool Golf FunOakland Hills
The price is AU$517
includes taxes & fees
4 Nov - 5 Nov
4. Noel Real Estate
Noel Real EstateEast Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
Lauren
The price is AU$569
includes taxes & fees
3 Dec - 4 Dec
5. Old Floridian cottage in Historic Gulf Village
Old Floridian cottage in Historic Gulf VillageOlde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
James M.
The price is AU$380
includes taxes & fees
1 Dec - 2 Dec
6. 1946 Pierce Street
1946 Pierce StreetDowntown Hollywood
The price is AU$262
includes taxes & fees
3 Nov - 4 Nov
7. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for petNaples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
Anonymous traveller
The price is AU$453
includes taxes & fees
15 Nov - 16 Nov
8. Mimosa Memories
Mimosa MemoriesSouth Venice
9.6 out of 10, Exceptional, (41 reviews)
"Clean"
Hector G.
9. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful BeachesEast Naples
9.2 out of 10, Wonderful, (56 reviews)
"We had a great visit. Quiet and well kept."
Andrew F.
The price is AU$459
includes taxes & fees
22 Nov - 23 Nov
10. TropiRock A North Beach Village Resort Hotel
TropiRock A North Beach Village Resort HotelEast Fort Lauderdale
7.6 out of 10, Good, (1,059 reviews)
"Location and the staff is nice"
Karla
The price is AU$183
includes taxes & fees
3 Nov - 4 Nov
11. [lounge like locals] walk to siesta beach +bikes
[lounge like locals] walk to siesta beach +bikesSiesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful stay , I walked each day to the beach and really is 13 min walk to get to the beach - pickle ball courts available to play in the morning -the beach is excellent - the place have everything we need beds and shower was really nice -Really excellent we will come back."
Moreixa C.
The price is AU$428
includes taxes & fees
8 Nov - 9 Nov
12. coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!West End
9.2 out of 10, Wonderful, (44 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
EMILY B.
The price is AU$628
includes taxes & fees
10 Nov - 11 Nov
13. The Hideaways at Point Pleasant (Pine Side)
The Hideaways at Point Pleasant (Pine Side)Bradenton
9.8 out of 10, Exceptional, (182 reviews)
"Great location and wonderful place to stay."
Theresa H.
The price is AU$401
includes taxes & fees
28 Nov - 29 Nov
14. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
Mckayla S.
The price is AU$604
includes taxes & fees
9 Nov - 10 Nov
15. Nautical Nook
Nautical NookEnglewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
Dolores
The price is AU$348
includes taxes & fees
3 Nov - 4 Nov
16. Boutique Style Home 3 Bedrooms Mini-Golf, BBQ, Hot Tub, EV-Charger Games Casino
Boutique Style Home 3 Bedrooms Mini-Golf, BBQ, Hot Tub, EV-Charger Games CasinoHomestead
9.6 out of 10, Exceptional, (45 reviews)
"Very clean with plenty of space for our group. Was a great location for us to access the Everglades and the Keys."
Peter B.
The price is AU$544
includes taxes & fees
15 Nov - 16 Nov
17. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
Sierra B.
The price is AU$386
includes taxes & fees
3 Nov - 4 Nov
18. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay accessSunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
Bryce W.
The price is AU$659
includes taxes & fees
5 Nov - 6 Nov
19. Anna Maria Beach Condo 1/1
Anna Maria Beach Condo 1/1Bradenton Beach
9.8 out of 10, Exceptional, (238 reviews)
"Great place to stay!"
Donna B.
The price is AU$505
includes taxes & fees
3 Nov - 4 Nov
20. Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Ocean Front with Dock, Key Largo, FL., Pirate's CoveKey Largo
9.6 out of 10, Exceptional, (113 reviews)
"Pirate’s Cove was a wonderful setting to spend a few days in Key Largo! Both the accommodations and outdoor space were terrific!"
Dan S.
The price is AU$458
includes taxes & fees
3 Nov - 4 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Cabins
Villas
Save an average of 15% on thousands of hotels when you're signed in
Top South Florida Hotel Reviews
Cheeca Lodge & Spa
8/10 Good
Find out more about South Florida
South Florida Holiday Homes information
Number of reviews | 1,668 |
|---|---|
Accommodation | 439 Holiday Homes |
Lowest Price | AU$183 |
Highest Price | AU$659 |
Explore a world of travel with Expedia
- Cheap Hotels in Babcock Ranch Preserve
- Bonita Springs Home Private Pool & Backyard 5 minutes to the Beach and Boulevard
- Bonita Springs Hotels
- Hotels near Calypso Bay Waterpark
- Beach House
- Lgbt Welcoming Hotels in Cape Coral
- Sand By Me
- Hurricane Windows Pool
- Turtle’s COVE offers a bright and refreshing oasis in sunny
- Vida Del Agua
- Villa CORAL ESCAPE – HEATED POOL & SPA
- Villa Juhara
- Vrcc Villa Lena
- B&B in Coral Springs
- Luxurious 4
- Coral Springs Hotels
- Beautiful Bay Views&Sunsets 2/2Walk to beach/ Pets
- ⛱️Canal Front Penthouse
- Fabulous Beach Front Condo Unit 314 with Amazing View of the Gulf of Mexico
- Fort Myers Beachfront Condo Mojito Villas 1BR Near Time Square & Bowditch Park
- Lgbt Welcoming Hotels in Fort Myers Beach
- 🏖️Private Pool with Backyard Oasis
- Mermaid
- The Seashell at Fort Myers Beach Inn
- Villa Capri · 2025 Luxury Build · Steps to Beach
- Diamondhead Beach Resort
- Dolphin Key Resort
- Minutes to the beach!
- Pink Shell Beach Resort and Marina
- Quality Inn & Suites Lehigh Acres Fort Myers
- The Lighthouse Resort Inn & Suites
- Latitude 26 Waterfront Resort & Marina
- Fort Myers Hotels
- Golden Gate Hotels
- Greenacres Hotels
- Ave Maria
- Jupiter Farms Hotels
- Direct Lake Access Home with Private Boat Ramp and Boat House w/lift
- Lgbt Welcoming Hotels in Lake Placid
- Lgbt Welcoming Hotels in Mediterra
- Apartments in Naples
- Cottages in Naples
- Beach Hotels in Naples
- Doubletree Suites by Hilton Naples
- Greenlinks Golf Villas at Lely Resort
- * The 96 *
- Waterlily at Greenlinks
- Naples Hotels
- Lgbt Welcoming Hotels in Okeechobee
- Vibrant Sunsets and Lush Landscaping on Lake Okeechobee
- B&B in Pine Ridge
- 65' Yacht Escape on Private Canal. Fish & Kayak. Support InclusiveInc.org
- Venus Hotels
- Marriott Hotels & Resorts in Wellington
- Wellington Hotels
- Lgbt Welcoming Hotels in Weston
- Flights to Babcock Ranch Preserve
- Flights to Fort Myers
- Flights to Lake Placid
- Flights to Naples
- Flights from Southwest Florida Intl.
- Flights from Avignon (AVN) to Naples (APF)
- Flights from Brisbane (BNE) to Fort Myers (RSW)
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from Dallas (DFW) to Fort Myers (RSW)
- Flights from Fort Lauderdale (FLL) to Fort Myers (RSW)
- Flights from Hobart (HBA) to Fort Myers (RSW)
- Flights from Houston (HOU) to Fort Myers (RSW)
- Flights from Los Angeles (LAX) to Fort Myers (RSW)
- Flights from Melbourne (MEL) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from Melbourne (MLB) to Fort Myers (RSW)
- Flights from Manila (MNL) to Naples (APF)
- Flights from Perth (PER) to Fort Myers (RSW)
- Flights from Pensacola (PNS) to Fort Myers (RSW)
- Flights from Sydney (SYD) to Fort Myers (RSW)