Vacation rentals with a pool in Lady Lake
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lady Lake
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 Lady Lake rentals with a pool
House rentals with a pool
Home in The Villages
4.94 out of 5 average rating, 35 reviewsBeautiful Villages 2/2 Home. Perfect Location
Aug 26 – Sep 2
Home in The Villages
5.0 out of 5 average rating, 33 reviewsParadise with private pool.
Aug 17 – 24
Home in The Villages
4.94 out of 5 average rating, 52 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
Oct 15 – 22
Home in Lady Lake
4.94 out of 5 average rating, 67 reviewsMagnolia Cottage under the Paradise sun.
Apr 18 – 25
Home in The Villages
4.84 out of 5 average rating, 37 reviewsVilla la Bella
Aug 16 – 23
Home in Lady Lake
4.86 out of 5 average rating, 7 reviewsThe Villages; where it’s at!
Jul 28 – Aug 4
Home in Lady Lake
5.0 out of 5 average rating, 19 reviewsThe Villages, De La Vista West 1762
Aug 8 – 15
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
Aug 24 – 31
Condo rentals with a pool
Condo in Inverness
5.0 out of 5 average rating, 17 reviewsGray Heron Victorian Townhouse
Nov 11 – 18
Condo in Hernando
4.94 out of 5 average rating, 18 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
Sep 27 – Oct 4
Condo in Inverness
4.89 out of 5 average rating, 35 reviewsCypress Cove Waterfront Townhome
Jun 3 – 10
Condo in Orlando
4.56 out of 5 average rating, 9 reviewsUpscale Condo in Orlando
Oct 13 – 20
Condo in Winter Park
4.94 out of 5 average rating, 35 reviewsChic Lake & Poolside Retreat in Winter Park
May 1 – 8
Condo in Winter Park
4.95 out of 5 average rating, 37 reviewsWalk to Park Ave & The WP Village!
May 10 – 17
Condo in Winter Park
4.93 out of 5 average rating, 28 reviewsCharming 2/1 Condo on a Lake in Winter Park
Sep 29 – Oct 6
Condo in Orlando
4.68 out of 5 average rating, 19 reviewsDowntown Orlando Lake Eola Penthouse - Unit 3A
Jul 19 – 26
Home rentals with a private pool
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Jun 19 – 26
Home in Inverness
Gorgeous Vacation Home Ciska
May 18 – 25
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Dec 23 – 30
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
Sep 26 – Oct 3
Home in Inverness
Family Villa Bettina - Recently Remodeled
Aug 25 – Sep 1
Home in Inverness
Vacation Home with a Stunning View - 870
Sep 13 – 20
Villa in Inverness
North Foxrun Terrace Villa 1512
Aug 27 – Sep 3
Home in Hernando
Four Bedroom Comfort Villa 4668
May 17 – 24
Quick stats about vacation rentals with a pool in Lady Lake
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
780 reviews
Nightly prices starting at
$60 before taxes and fees
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