Vacation rentals with a pool in Old Naples
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Old Naples
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Old Naples rentals with a pool
House rentals with a pool
Home in Naples
4.92 out of 5 average rating, 111 reviews“Estey Oasis” Heated Pool! Near Beach & 5th Ave.
Sep 24 – Oct 1
Home in Naples
4.93 out of 5 average rating, 43 reviewsTHE TERRACOTTA, Pool! Close to 5th Ave and Beaches
Sep 2 – 9
Home in Naples
4.95 out of 5 average rating, 85 reviewsLux Boho~10 min beach~Custom Pool~7 min 5th Avenue
Oct 29 – Nov 5
Home in Naples
4.95 out of 5 average rating, 75 reviewsPrivate Oasis in the ♥ of Naples ☀Heated Pool/Spa☀
May 27 – Jun 3
Home in Naples
5.0 out of 5 average rating, 19 reviewsLuxury home with heated pool
Nov 11 – 18
Home in South Naples
4.98 out of 5 average rating, 56 reviewsLuxury Pool | Private Relaxing Villa | King Beds
Jun 8 – 15
Home in East Naples
4.99 out of 5 average rating, 69 reviewsWaterfront Home Just Minutes to Beach
Jun 13 – 20
Home in Naples
4.97 out of 5 average rating, 32 reviewsPool Home Near Downtown, 5th Ave, Beaches & Pier
May 28 – Jun 4
Condo rentals with a pool
Condo in Naples
4.91 out of 5 average rating, 110 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
Jan 19 – 26
Condo in Naples
4.95 out of 5 average rating, 284 reviewsLely Greenlinks Golf Resort Luxury Condo
Jul 3 – 10
Condo in Park Shore
4.87 out of 5 average rating, 218 reviewsPark Shore Walk to Beach!
Dec 14 – 21
Condo in Naples
4.94 out of 5 average rating, 124 reviewsLely Resort Luxury Condo-1 Spectacular Pool/Golf
Jun 3 – 10
Condo in Park Shore
4.89 out of 5 average rating, 107 reviewsTop Loc, Best Views, Park Shore 258
Nov 12 – 19
Condo in Naples
4.8 out of 5 average rating, 5 reviewsLuxurious Downtown Resort Near 5th Ave and Beaches
Sep 17 – 24
Condo in Naples
4.8 out of 5 average rating, 35 reviewsSunset on the balcony
Oct 9 – 16
Condo in South Naples
4.93 out of 5 average rating, 40 reviewsGolf Condo - King Bed - Resort Pool - Lake View
May 13 – 20
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Oct 5 – 12
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Oct 1 – 8
Home in Bonita Springs
New place to stayCoastal Waterfront Home W/pool-Tiki-Dock
Sep 12 – 19
Home in Fort Myers Beach
147 Curlew St
May 16 – 23
Quick stats about vacation rentals with a pool in Old Naples
Total rentals
220 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
- Rentals with pools United States
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- Rentals with pools Naples
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