Houses for 10+ guests in Florida Keys & Key West, FL
Houses for 10+ guests in Florida Keys & Key West, FL, from $214 a night. Book direct on each manager's site, no OTA fee.
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Life is a Marathon
House · 4 bed · 3 bath · sleeps 10
Marathon, FL
From $700 a night
- pots pans
- water view
- free parking
- conditioner
Exact location
Book direct on Paradise Found Escapes
The Windrose Estate at Lunara Bay
House · 6 bed · 6.5 bath · sleeps 14
Key West, FL
From $1,289 a night
- air conditioning
- bbq grill
- baking sheet
- bathtub
Exact location
Book direct on CielStay
Island Time - Open water view w. dock
House · 5 bed · 4 bath · sleeps 12
Marathon
From $300 a night
Exact location
Book direct on infinitypropertymanagement.net
Endless Summer Key Largo Vacation Home | 5 Bedrooms
House · 5 bed · 3 bath · sleeps 10
Key Largo
From $475 a night
Exact location
Book direct on Keys Life Vacations
Seabreeze Key Largo Oceanside 4/2 Pool Boat Dock
House · 4 bed · 2 bath · sleeps 10
Key Largo
From $500 a night
Exact location
Book direct on Seabreeze Stay Vacation Rentals
Vaca Cut w/60' dock, 4br/4ba, 2 kitchens
House · 4 bed · 4 bath · sleeps 10
Marathon
From $589 a night
Exact location
Book direct on Melbourne Space Coast Vacation Rentals
Chic Ocean Hideaway with Grill
House · 3 bed · 2 bath · sleeps 10
Key Largo
From $799 a night
Exact location
Book direct on Luxury Fort Lauderdale Vacation Rental
Luxury Private Home w/ Heated Pool in Key West
House · 4 bed · 3 bath · sleeps 10
Key West
From $800 a night
Exact location
Book direct on Trautman Short Term Rentals Champaign-Urbana
Amelia Home by AvantStay | In Historic Old Town w/ Pool
House · 2 bed · 2.5 bath · sleeps 10
Key West, FL
From $1,171 a night
- air conditioning
- available in the house: free wifi
- barbecue grill
- children's dinnerware
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Just steps to Duval- Sleeps 10- Pool House
House · 3 bed · 2.5 bath · sleeps 10
Key West, FL
From $1,171 a night
- air conditioning
- bathtub
- coffee/tea maker
- cookware, dishware, and utensils
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
House · 4 bed · 4 bath · sleeps 10
Key West
From $1,658 a night
Exact location
Book direct on Center Court Key West
THE FLAGLER ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
House · 1 bath · sleeps 34
Key West, FL
From $347 a night
- air conditioning
- coffee/tea maker
- free wifi
- hair dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
The Andros | Incredible Views w/ Shared Pool
House · 2 bath · sleeps 23
Key West, FL
From $421 a night
- air conditioning
- cookware, dishware, and utensils
- dishwasher
- dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
House · 1 bath · sleeps 59
Key West, FL
From $441 a night
- air conditioning
- pet-friendly
- shower
- towels provided
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
House · 2 bed · sleeps 10
Key West, FL
From $631 a night
- air conditioning
- balcony
- barbecue grill
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Tropical Island Retreat Near Florida Beaches with Pool & Views
House · 4.5 bath · sleeps 10
Key West, FL
From $631 a night
- air conditioning
- bedsheets provided
- breakfast included
- english
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Coco's Poolside Retreat
House · 2.5 bath · sleeps 48
Key West, FL
From $405 a night
- air conditioning
- available in the house: free wifi
- balcony
- barbecue grill
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
La Brisa - Ocean Views Across from Smathers Beach
House · 2 bath · sleeps 22
Key West, FL
From $458 a night
- air conditioning
- available in the condo: free wifi
- balcony
- barbecue grill
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
~ POINCIANA TREETOP ~ Casual second floor duplex 2 blocks from Duval Street!
House · 1 bath · sleeps 52
Key West, FL
From $482 a night
- air conditioning
- balcony
- barbecue grill
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Citrus Queen at Custom House Inn | Ideal Location On Duval!
House · 1 bath · sleeps 20
Key Wets, FL
From $570 a night
- air conditioning
- free wifi
- hair dryer
- in the city center
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Luxurious 3-Bedroom Key West Home with WiFi, EV charging, AC & Tropical Vibes!
House · 3 bath · sleeps 47
Key West, FL
From $1,259 a night
- 8 pets total
- air conditioning
- barbecue grill
- bathtub or shower
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
3-22 to 3-24 195 lodg.+ close beach
House · sleeps 28
Key West, FL
From $214 a night
- air conditioning
- bedsheets provided
- car not required
- dining area
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Tranquility by AvantStay | Close to Duval St w/ BBQ & Shared Pool
House · sleeps 42
Key West, FL
From $494 a night
- air conditioning
- available in the house: free wifi
- barbecue grill
- children's dinnerware
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
House · sleeps 10
Key West, FL
From $353 a night
- air conditioning
- dining table
- free wifi
- outdoor space
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Chagall’s Corner | Newly Remodeled!
House · sleeps 35
Key West, FL
From $388 a night
- air conditioning
- bedsheets provided
- dryer
- free wifi
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Half block to Duval - Stay at the Bonaire Suite
House · sleeps 25
Key West, FL
From $413 a night
- air conditioning
- barbecue grill
- bedsheets provided
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Charming, updated home near Duval St. with enclosed patio & walkable location
House · sleeps 36
Key West, FL
From $551 a night
- air conditioning
- bedsheets provided
- dining area
- kitchen
City-level location
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Pool, Laundry, and grilling area
House · sleeps 32
Key West, FL
From $551 a night
- bedsheets provided
- dryer
- free wifi
- iron/ironing board
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
~ CASABLANCA ~ Fabulous home w/ private pool/parking, in a quiet location.
House · sleeps 10
Key West, FL
From $672 a night
- air conditioning
- barbecue grill
- dining table
- dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
House · sleeps 17
Key West, FL
From $801 a night
- air conditioning
- balcony
- bedsheets provided
- free wifi
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Escape to the wonderful Cuban Paradise!
House · sleeps 43
Key West, FL
From $871 a night
- air conditioning
- balcony
- children's dinnerware
- dining table
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
House · sleeps 11
Key West, FL
From $929 a night
- air conditioning
- balcony
- barbecue grill
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Poinciana House in Key West
House · sleeps 52
Key West, FL
From $1,131 a night
- available in the house: wifi
- barbecue grill
- books
- dining table
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Architect's Personal Residence, Private Pool, 1 Blk. to Duval
House · sleeps 17
Key West, FL
From $1,171 a night
- air conditioning
- available in the house: wifi
- barbecue grill
- blender
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
House · sleeps 39
Key West, FL
From $1,171 a night
- air conditioning
- beach view
- breakfast available
- breakfast available for a fee
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Charming 2 room guest house, access to Pool, A/C, & WiFi, Key West, near Duval
House · sleeps 56
Key West, FL
From $1,172 a night
- air conditioning
- available in the house: free wifi
- children's games
- free wifi
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Casa de Rosa
House · 10 bed · 3 bath · sleeps 10
Key Colony Beach
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
East Sister Rock Island - Exclusive Vacation Rental in Marathon, Florida Keys
House · 4 bed · 3 bath · sleeps 12
Marathon, FL
No nightly rate published
- private swimming pool
- helicopter landing pad
- 100-foot private boat dock
- pet friendly
Exact location
Book direct on Best Vacation Rental Marathon Florida Keys
Emerald Tides
House · 12 bed · 4.5 bath · sleeps 12
Marathon, MA
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
Ocean Oasis
House · 2 bed · 3 bath · sleeps 10
Marathon, CO
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
Reel Knotty
House · 2 bed · 4 bath · sleeps 10
Marathon, CO
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
Sombrero Beach Beauty
House · 2 bed · 3 bath · sleeps 12
Marathon
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
The Sea Glass House
House · 4 bed · 4.5 bath · sleeps 10
Key Colony Beach, FL
No nightly rate published
- portable fans
- microwave oven
- hot tub
- fire extinguisher
Exact location
Book direct on Paradise Found Escapes
Tipsy Turtle
House · 2 bed · 4 bath · sleeps 12
Marathon, MA
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Exact location
Book direct on Florida Keys Vacation Rentals in Marathon
*NEW!*Life is a Marathon ~VIEWS!~Pool~Dock~HotTub!
House · 4 bed · 3 bath · sleeps 10
No nightly rate published
- 24 checkin
- air conditioning
- air filter
- baby high chair
Approximate area
Book direct on Paradise Found Escapes
4 Bedroom/4 Bath: Coco Plum Home with Pool, Hot tub + Dock.
House · 4 bed · 4 bath · sleeps 10
Marathon, FL
No nightly rate published
- air conditioning
- bathtub
- bbq grill
- bed linens
Exact location
Book direct on Vacation In The Florida Keys|Island Breeze Vacations
4BR Beach Pool-Home | Dock & Steps from the Beach!
House · 2 bed · 2 bath · sleeps 10
Marathon, FL
No nightly rate published
- air conditioning
- bbq grill
- beach access
- bed linens
Exact location
Book direct on Vacation In The Florida Keys|Island Breeze Vacations
Amanda's Dream Suites
House · 4 bed · 3 bath · sleeps 10
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- swimming pool
City-level location
Book direct on Key West Vacation Rentals
Beachfront Oasis! On the Beach~Bikes~Grill
House · 4 bed · 3 bath · sleeps 10
No nightly rate published
- 24 checkin
- air conditioning
- air filter
- allows children
Approximate area
Book direct on Paradise Found Escapes
Casa Serena | Private Courtyard Vacation Home in Casa Marina, Key West
House · 3 bed · 4 bath · sleeps 10
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- swimming pool
City-level location
Book direct on Key West Vacation Rentals
Classic Key West Estate
House · 7 bed · 5 bath · sleeps 16
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- swimming pool
City-level location
Book direct on Key West Vacation Rentals
Emerald Horizon
House · 5 bed · 4 bath · sleeps 12
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Approximate area
Book direct on Florida Keys Vacation Rentals in Marathon
Family Reunion Compound: Flower Power House + Coco's Poolside Retreat
House · 9 bed · 6 bath · sleeps 21
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- swimming pool
City-level location
Book direct on Key West Vacation Rentals
Flower Power House
House · 5 bed · 4 bath · sleeps 13
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- swimming pool
City-level location
Book direct on Key West Vacation Rentals
Key Colony Beach Waterfront Home with Dock| Sleeps 10| Cabana Club Access
House · 2 bed · 3 bath · sleeps 10
Key Colony Beach, FL
No nightly rate published
- air conditioning
- bathtub
- bbq grill
- bed linens
Exact location
Book direct on Vacation In The Florida Keys|Island Breeze Vacations
Luxe 4BR Waterfront Pool Home w/ Dock by the Beach
House · 2 bed · 3 bath · sleeps 10
Marathon, FL
No nightly rate published
- air conditioning
- bbq grill
- bed linens
- bikes
Exact location
Book direct on Vacation In The Florida Keys|Island Breeze Vacations
Sombrero Beach | Canalfront Pool Home + Dock
House · 2 bed · 3 bath · sleeps 12
Marathon, FL
No nightly rate published
- air conditioning
- bathtub
- bbq grill
- bed linens
Exact location
Book direct on Vacation In The Florida Keys|Island Breeze Vacations
Sombrero Sanctuary
House · 10 bed · 2 bath · sleeps 10
No nightly rate published
- cleanliness
- self check in / check out
- safety features
- fire extinguisher
Approximate area
Book direct on Florida Keys Vacation Rentals in Marathon
The Blue Llama Estate Compound
House · 7 bed · 7 bath · sleeps 14
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- kitchen
City-level location
Book direct on Key West Vacation Rentals
The Caroline House Estate
House · 5 bed · 3 bath · sleeps 10
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- kitchen
City-level location
Book direct on Key West Vacation Rentals
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 07:40 UTC. Prices and facts are whatever the manager published on their own site.