Holiday rentals near Useppa Island
We found 748 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Useppa Island that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, such as parking and air conditioning. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Useppa Island
Showing deals for:1 Aug - 8 Aug
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
1010 out of 10 rating
Exceptional
(5 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is NZ$5,806
NZ$5,806
NZ$829 per night
includes taxes & fees
Image gallery for Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Private dock with 2 golf carts Oceanfront home Absolute Best Location on island!
Captiva, FL
8% off
Price is NZ$9,269
NZ$9,269
NZ$1,324 per night
includes taxes & fees
Image gallery for Southwest Florida Home Pool Fishing Biking Hiking Sun & Fun
1010 out of 10 rating
Exceptional
(16 reviews)
Southwest Florida Home Pool Fishing Biking Hiking Sun & Fun
Bokeelia, FL
8% off
Price is NZ$5,695
NZ$5,695
NZ$814 per night
includes taxes & fees
Image gallery for TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
1010 out of 10 rating
Exceptional
(46 reviews)
TARPON COVE - Coastal Luxury 2 Bedroom 2 Bathroom Island Home
Captiva, FL
7% off
Price is NZ$6,680
NZ$6,680
NZ$954 per night
includes taxes & fees
Image gallery for ⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
1010 out of 10 rating
Exceptional
(54 reviews)
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Captiva, FL
15% off
Price is NZ$6,400
NZ$6,400
NZ$914 per night
includes taxes & fees
Image gallery for 🏝 50+ 5★s《 Ocean Views 》5 Min Walk to beach 🏝
1010 out of 10 rating
Exceptional
(17 reviews)
🏝 50+ 5★s《 Ocean Views 》5 Min Walk to beach 🏝
Captiva, FL
8% off
Price is NZ$10,728
NZ$10,728
NZ$1,533 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
1010 out of 10 rating
Exceptional
(10 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
12% off
Price is NZ$5,258
NZ$5,258
NZ$751 per night
includes taxes & fees
Image gallery for Remodeled 4/2 on quiet canal with 10k boatlift, 5 mins to Charlotte Harbor!
1010 out of 10 rating
Exceptional
(21 reviews)
Remodeled 4/2 on quiet canal with 10k boatlift, 5 mins to Charlotte Harbor!
Bokeelia, FL
11% off
Price is NZ$3,383
NZ$3,383
NZ$483 per night
includes taxes & fees
Image gallery for Spectacular beach front views with a short walk to members only beach
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Spectacular beach front views with a short walk to members only beach
Captiva, FL
8% off
Price is NZ$6,198
NZ$6,198
NZ$885 per night
includes taxes & fees
Image gallery for “Coral Cottage”<br>A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2 Beach
9.89.8 out of 10 rating
Exceptional
(10 reviews)
“Coral Cottage”<br>A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2 Beach
Captiva, FL
7% off
Price is NZ$5,015
NZ$5,015
NZ$716 per night
includes taxes & fees
Image gallery for Dream house near the beach, private pool, steps from the beach!
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Dream house near the beach, private pool, steps from the beach!
Captiva, FL
8% off
Price is NZ$9,092
NZ$9,092
NZ$1,299 per night
includes taxes & fees
Image gallery for ⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
1010 out of 10 rating
Exceptional
(27 reviews)
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Captiva, FL
15% off
Price is NZ$6,400
NZ$6,400
NZ$914 per night
includes taxes & fees
Image gallery for Boca Grande Beach House, North - Great Price, Great Location!
1010 out of 10 rating
Exceptional
(41 reviews)
Boca Grande Beach House, North - Great Price, Great Location!
Boca Grande, FL
8% off
Price is NZ$5,239
NZ$5,239
NZ$748 per night
includes taxes & fees
Image gallery for 5 bedroom stunning home. Walking distance to town and the beach.
1010 out of 10 rating
Exceptional
(73 reviews)
5 bedroom stunning home. Walking distance to town and the beach.
Boca Grande, FL
8% off
Price is NZ$22,783
NZ$22,783
NZ$3,255 per night
includes taxes & fees
Image gallery for Luxury Retreats at Boca Grande - Grande Canal
1010 out of 10 rating
Exceptional
(14 reviews)
Luxury Retreats at Boca Grande - Grande Canal
Boca Grande, FL
8% off
Price is NZ$14,530
NZ$14,530
NZ$2,076 per night
includes taxes & fees
Image gallery for Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Bokeelia, FL
8% off
Price is NZ$1,062
NZ$1,062
NZ$152 per night
includes taxes & fees
Image gallery for Fisherman & Kayaker's Delight! 3 BR, 2 BA Waterfront Home with Dock
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Fisherman & Kayaker's Delight! 3 BR, 2 BA Waterfront Home with Dock
Bokeelia, FL
7% off
Price is NZ$3,783
NZ$3,783
NZ$540 per night
includes taxes & fees
Image gallery for SPECTACULAR HARBOR VIEWS! WATERFRONT PROPERTY WITH DOCK
9.89.8 out of 10 rating
Exceptional
(28 reviews)
SPECTACULAR HARBOR VIEWS! WATERFRONT PROPERTY WITH DOCK
Captiva, FL
7% off
Price is NZ$5,079
NZ$5,079
NZ$726 per night
includes taxes & fees
Image gallery for The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
9.29.2 out of 10 rating
Wonderful
(5 reviews)
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
Bokeelia, FL
7% off
Price is NZ$3,200
NZ$3,200
NZ$457 per night
includes taxes & fees
Image gallery for Comfortable and relaxing house located on a deep water canal.
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Comfortable and relaxing house located on a deep water canal.
Matlacha, FL
7% off
Price is NZ$1,961
NZ$1,961
NZ$280 per night
includes taxes & fees
Image gallery for 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
1010 out of 10 rating
Exceptional
(26 reviews)
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Matlacha, FL
8% off
Price is NZ$3,852
NZ$3,852
NZ$550 per night
includes taxes & fees
Image gallery for Stunning Modern beach front unit - completely renovated! Includes golf cart!
9.89.8 out of 10 rating
Exceptional
(101 reviews)
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Captiva, FL
8% off
Price is NZ$5,344
NZ$5,344
NZ$763 per night
includes taxes & fees
Image gallery for Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart
Captiva, FL
12% off
Price is NZ$5,326
NZ$5,326
NZ$761 per night
includes taxes & fees
Image gallery for Pine Island Pearl, private home on spacious lot
8.48.4 out of 10 rating
Very good
(7 reviews)
Pine Island Pearl, private home on spacious lot
Bokeelia, FL
7% off
Price is NZ$1,881
NZ$1,881
NZ$269 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Useppa Island
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Find the best place to stay - Useppa Island
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Kaya Del Sol, the perfect family trip!
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
Prettiest Sunset View Pine Island, Waterfront Home on Water
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Villa Island Getaway - ALL INCLUDED! Beach villa w. boat included in the price. RIGHT on the beach!
Sleeps 9 · 5 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Rockstar Beach House North Captiva Island, 25’ boat slip, NCIC pools, golf cart
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
Bokeelia Cottage w/ Private Pool
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
22 reviews(22 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