Holiday 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.
Holiday 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
26 Aug – 2 Sep
Home in The Villages
5.0 out of 5 average rating, 33 reviewsParadise with private pool.
17–24 Aug
Home in The Villages
4.94 out of 5 average rating, 52 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
15–22 Oct
Home in Lady Lake
4.94 out of 5 average rating, 67 reviewsMagnolia Cottage under the Paradise sun.
18–25 Apr
Home in The Villages
4.84 out of 5 average rating, 37 reviewsVilla la Bella
16–23 Aug
Home in Lady Lake
4.86 out of 5 average rating, 7 reviewsThe Villages; where it’s at!
28 Jul – 4 Aug
Home in Lady Lake
5.0 out of 5 average rating, 19 reviewsThe Villages, De La Vista West 1762
8–15 Aug
Home in The Villages
4.98 out of 5 average rating, 57 reviewsHome away from home in The Villages
24–31 Aug
Apartment rentals with a pool
Apartment in Inverness
5.0 out of 5 average rating, 17 reviewsGray Heron Victorian Townhouse
11–18 Nov
Apartment in Hernando
4.94 out of 5 average rating, 18 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
27 Sep – 4 Oct
Apartment in Inverness
4.89 out of 5 average rating, 35 reviewsCypress Cove Waterfront Townhome
3–10 Jun
Apartment in Orlando
4.56 out of 5 average rating, 9 reviewsUpscale Condo in Orlando
13–20 Oct
Apartment in Winter Park
4.94 out of 5 average rating, 35 reviewsChic Lake & Poolside Retreat in Winter Park
1–8 May
Apartment in Winter Park
4.95 out of 5 average rating, 37 reviewsWalk to Park Ave & The WP Village!
10–17 May
Apartment in Winter Park
4.93 out of 5 average rating, 28 reviewsCharming 2/1 Condo on a Lake in Winter Park
29 Sep – 6 Oct
Apartment in Orlando
4.68 out of 5 average rating, 19 reviewsDowntown Orlando Lake Eola Penthouse - Unit 3A
19–26 Jul
Home rentals with a private pool
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
19–26 Jun
Home in Inverness
Gorgeous Vacation Home Ciska
18–25 May
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
23–30 Dec
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
26 Sep – 3 Oct
Home in Inverness
Family Villa Bettina - Recently Remodeled
25 Aug – 1 Sep
Home in Inverness
Vacation Home with a Stunning View - 870
13–20 Sep
Villa in Inverness
North Foxrun Terrace Villa 1512
27 Aug – 3 Sep
Home in Hernando
Four Bedroom Comfort Villa 4668
17–24 May
Quick stats about holiday 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
€ 56 before taxes and fees
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