Holiday rentals near Blue Hole
We found 1,219 holiday rentals — enter your dates for availability
Find the perfect holiday home that's near Blue Hole. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Blue Hole
Showing deals for:19 Sept - 26 Sept
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(15 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is AU$5,305
AU$5,305
AU$758 per night
includes taxes & fees
Image gallery for Newly renovated cozy and spacious beach house with breathtaking ocean front
1010 out of 10 rating
Exceptional
(9 reviews)
Newly renovated cozy and spacious beach house with breathtaking ocean front
Big Pine Key, FL
7% off
Price is AU$8,515
AU$8,515
AU$1,216 per night
includes taxes & fees
Image gallery for Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
9.49.4 out of 10 rating
Exceptional
(50 reviews)
Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
Marathon, FL
11% off
Price is AU$5,570
AU$5,570
AU$796 per night
includes taxes & fees
Image gallery for COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
1010 out of 10 rating
Exceptional
(37 reviews)
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
Marathon, FL
20% off
Price is AU$2,748
AU$2,748
AU$393 per night
includes taxes & fees
Image gallery for Water View Town Home
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Water View Town Home
Summerland Key, FL
8% off
Price is AU$4,705
AU$4,705
AU$672 per night
includes taxes & fees
Image gallery for 2 Bedroom 2.5 Bath Luxury Townhome in the Keys
9.69.6 out of 10 rating
Exceptional
(35 reviews)
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
Summerland Key, FL
8% off
Price is AU$4,705
AU$4,705
AU$672 per night
includes taxes & fees
Image gallery for 2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
9.09.0 out of 10 rating
Wonderful
(26 reviews)
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
Summerland Key, FL
8% off
Price is AU$4,705
AU$4,705
AU$672 per night
includes taxes & fees
Image gallery for A slice of paradise
9.09.0 out of 10 rating
Wonderful
(96 reviews)
A slice of paradise
Summerland Key, FL
8% off
Price is AU$2,816
AU$2,816
AU$402 per night
includes taxes & fees
Image gallery for Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!
1010 out of 10 rating
Exceptional
(195 reviews)
Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!
Marathon, FL
8% off
Price is AU$2,966
AU$2,966
AU$424 per night
includes taxes & fees
Image gallery for Paradise in the Lower Keys!
8.68.6 out of 10 rating
Excellent
(19 reviews)
Paradise in the Lower Keys!
Summerland Key, FL
5% off
Price is AU$3,960
AU$3,960
AU$566 per night
includes taxes & fees
Image gallery for Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
9.49.4 out of 10 rating
Exceptional
(93 reviews)
Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
Summerland Key, FL
7% off
Price is AU$2,976
AU$2,976
AU$425 per night
includes taxes & fees
Image gallery for Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon, FL
7% off
Price is AU$4,879
AU$4,879
AU$697 per night
includes taxes & fees
Image gallery for SPRING Discounts-Blue Ocean Bungalow 3bdr./3ba. updated canal access Sombrero
1010 out of 10 rating
Exceptional
(16 reviews)
SPRING Discounts-Blue Ocean Bungalow 3bdr./3ba. updated canal access Sombrero
Marathon, FL
7% off
Price is AU$3,668
AU$3,668
AU$524 per night
includes taxes & fees
Image gallery for Cozy and modern island living, Cudjoe Key
9.29.2 out of 10 rating
Wonderful
(87 reviews)
Cozy and modern island living, Cudjoe Key
Summerland Key, FL
14% off
Price is AU$2,211
AU$2,211
AU$316 per night
includes taxes & fees
Image gallery for Private Secluded Ocean View & Pool Near Key West
8.28.2 out of 10 rating
Very good
(92 reviews)
Private Secluded Ocean View & Pool Near Key West
Summerland Key, FL
8% off
Price is AU$6,941
AU$6,941
AU$992 per night
includes taxes & fees
Image gallery for ISLAND PARADISE
1010 out of 10 rating
Exceptional
(32 reviews)
ISLAND PARADISE
Summerland Key, FL
8% off
Price is AU$2,942
AU$2,942
AU$420 per night
includes taxes & fees
Image gallery for Fishermen’s Paradise
9.29.2 out of 10 rating
Wonderful
(95 reviews)
Fishermen’s Paradise
Summerland Key, FL
8% off
Price is AU$3,169
AU$3,169
AU$453 per night
includes taxes & fees
Image gallery for RELAX AWAY- NEW 4BDRM W/ 40FT DOCK & PRIVATE POOL
9.69.6 out of 10 rating
Exceptional
(52 reviews)
RELAX AWAY- NEW 4BDRM W/ 40FT DOCK & PRIVATE POOL
Marathon, FL
7% off
Price is AU$3,800
AU$3,800
AU$543 per night
includes taxes & fees
Image gallery for *Snowbirds Paradise*
1010 out of 10 rating
Exceptional
(7 reviews)
*Snowbirds Paradise*
Marathon, FL
14% off
Price is AU$2,553
AU$2,553
AU$365 per night
includes taxes & fees
Image gallery for Immediate Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
1010 out of 10 rating
Exceptional
(27 reviews)
Immediate Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
Marathon, FL
7% off
Price is AU$3,695
AU$3,695
AU$528 per night
includes taxes & fees
Image gallery for water at your back door
8.88.8 out of 10 rating
Excellent
(34 reviews)
water at your back door
Summerland Key, FL
8% off
Price is AU$3,958
AU$3,958
AU$565 per night
includes taxes & fees
Image gallery for Crystal Clear Water Getaway!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Crystal Clear Water Getaway!
Summerland Key, FL
8% off
Price is AU$3,201
AU$3,201
AU$457 per night
includes taxes & fees
Image gallery for Mini lobster available! Open Water View from porch , dock, bikes, kayaks
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Mini lobster available! Open Water View from porch , dock, bikes, kayaks
Summerland Key, FL
8% off
Price is AU$3,628
AU$3,628
AU$518 per night
includes taxes & fees
Image gallery for Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
9.89.8 out of 10 rating
Exceptional
(233 reviews)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Summerland Key, FL
7% off
Price is AU$4,681
AU$4,681
AU$669 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Blue Hole
Old Florida Style, wrap around porch, boat basin for dockage, open water
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
207 reviews(207 reviews)
Direct Oceanfront Cottage-Sunrise View- #2,
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
182 reviews(182 reviews)
Ocean Front Access - just 30 miles to Key West
Sleeps 2 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very goodvery good
159 reviews(159 reviews)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes, Boat Dock
Sleeps 6 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
233 reviews(233 reviews)
Old Wooden Bridge Resort and Marina
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
239 reviews(239 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value