Villa holiday rentals in Pine Island
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Top-rated villa rentals in Pine Island
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pine Island villa rentals
Private villa rentals
Villa in The Villages
4.95 out of 5 average rating, 43 reviews2/2 Beautiful Villa in Citrus Grove W/ Golf Cart
4–11 Jul
Villa in The Villages
4.98 out of 5 average rating, 54 reviewsPerfect location Lake Sumpter Villa w/ Golf Cart
8–15 Dec
Villa in The Villages
4.96 out of 5 average rating, 23 reviewsPATIO VILLA W/GOLF CART 1M TO SQ-NO XTRA GUEST FEE
23–30 Aug
Villa in The Villages
5.0 out of 5 average rating, 7 reviews2/2 Courtyard Villa in INCREDIBLE Location
17–24 Jun
Villa in The Villages
4.97 out of 5 average rating, 90 reviewsVilla 2 Master Suites/2 Golf Carts Great Location
19–26 Jun
Villa in The Villages
4.95 out of 5 average rating, 63 reviewsMelody Lane's Crafting Getaway - Cricut Included
10–17 Sep
Villa in Gulfport
5.0 out of 5 average rating, 19 reviewsCozy funky duplex with KING bed
29 Jun – 6 Jul
Villa in Bradenton
5.0 out of 5 average rating, 15 reviewsTranquil Tide Villa 1
18–25 Oct
Luxury villa rentals
Villa in Kissimmee
4.88 out of 5 average rating, 428 reviewsWizarding Home 15m-Harry Potter Universal Orlando
30 Dec – 6 Jan
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 23 reviewsVilla Blanca - Waterfront Midcentury Modern Home
16–23 Aug
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
15–22 Nov
Villa in Largo
4.95 out of 5 average rating, 21 reviewsLuxury 8-BR Villa w/ Heated pool & Soccer field
4–11 Sep
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 51 reviewsThe Emerald Villa, Eco-Luxury by the Sea
1–8 Feb
Villa in Dunedin
5.0 out of 5 average rating, 3 reviewsLuxury Retreat Near Golf, Beach & Shopping | 7B,5B
14–21 Aug
Villa in Tampa
5.0 out of 5 average rating, 4 reviewsLuxury Pool Villa in Upscale Tampa Centrally Loctd
7–14 Dec
Villa in Four Corners
4.8 out of 5 average rating, 30 reviews*11BR Reunion Villa|7Min Disney|HeatedPool&Theater
27 May – 3 Jun
Villa rentals with a pool
Villa in Kissimmee
4.78 out of 5 average rating, 409 reviews7BD with Movie Theater Pool & Jacuzzi near Disney!
30 Aug – 6 Sep
Villa in Davenport
4.89 out of 5 average rating, 112 reviewsStar Wars|Princess|Arcade|Sleeps 22|Waterpark
11–18 Jan
Villa in Kissimmee
4.87 out of 5 average rating, 143 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
11–18 Dec
Villa in Clermont
4.81 out of 5 average rating, 102 reviewsCharming Villa near Disney, pool, 4 beds, sleeps 5
7–14 Nov
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
7–14 Jun
Villa in The Villages
4.93 out of 5 average rating, 60 reviewsThe Haven
15–22 May
Villa in Zephyrhills
4.91 out of 5 average rating, 47 reviewsModern Farmhouse with Heated Pool-Close to Lagoon
29 Aug – 5 Sep
Villa in The Villages
4.87 out of 5 average rating, 45 reviewsVilla with a view (golf & water) *newly remodeled
15–22 Aug
Destinations to explore
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
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