Villa vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pine Island villa rentals
Private villa rentals
Villa in The Villages
5.0 out of 5 average rating, 7 reviews2/2 Courtyard Villa in INCREDIBLE Location
Jun 17 – 24
Villa in Gulfport
5.0 out of 5 average rating, 18 reviewsCozy funky duplex with KING bed
Aug 24 – 31
Villa in The Villages
4.81 out of 5 average rating, 36 reviewsUpdated patio villa with 4 person gas golf cart!
Jun 19 – 26
Villa in The Villages
4.95 out of 5 average rating, 63 reviewsMelody Lane's Crafting Getaway - Cricut Included
Jun 6 – 13
Villa in The Villages
4.93 out of 5 average rating, 59 reviewsThe Haven
May 15 – 22
Villa in The Villages
4.98 out of 5 average rating, 54 reviewsPerfect location Lake Sumpter Villa w/ Golf Cart
Nov 8 – 15
Villa in The Villages
4.97 out of 5 average rating, 32 reviews3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!
Jul 21 – 28
Villa in The Villages
4.95 out of 5 average rating, 43 reviews2/2 Beautiful Villa in Citrus Grove W/ Golf Cart
Nov 9 – 16
Luxury villa rentals
Villa in Kissimmee
4.98 out of 5 average rating, 102 reviewsSleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
Dec 30 – Jan 6
Villa in Davenport
4.94 out of 5 average rating, 116 reviewsEntire Luxury Villa W/ 6BD Pool, Spa&Private View
Dec 24 – 31
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 23 reviewsVilla Blanca - Waterfront Midcentury Modern Home
Sep 24 – Oct 1
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 33 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Dec 5 – 12
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 16 reviewsIsland Paradise
Nov 14 – 21
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 50 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Mar 30 – Apr 6
Villa in Tampa
4.99 out of 5 average rating, 67 reviews#1 Rated Mansion · Heated Pool/Spa, Theater, Gym
Aug 24 – 31
Villa in Holmes Beach
4.98 out of 5 average rating, 52 reviewsCalico - Family Oasis - Steps from the Sand
Nov 16 – 23
Villa rentals with a pool
Villa in Kissimmee
4.92 out of 5 average rating, 181 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Aug 30 – Sep 6
Villa in Kissimmee
4.78 out of 5 average rating, 406 reviews7BD with Movie Theater Pool & Jacuzzi near Disney!
Feb 3 – 10
Villa in Kissimmee
4.87 out of 5 average rating, 142 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
Dec 13 – 20
Villa in Clermont
4.81 out of 5 average rating, 101 reviewsCharming Villa near Disney, pool, 4 beds, sleeps 5
Nov 17 – 24
Villa in Indian Rocks Beach
4.89 out of 5 average rating, 82 reviewsWaterfront Villa, private heated Saltwater Pool
Jul 5 – 12
Villa in Davenport
4.89 out of 5 average rating, 53 reviewsGorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Mar 18 – 25
Villa in The Villages
4.9 out of 5 average rating, 20 reviewsBeautiful villa near Sumter Landing w/ Golf Cart
May 2 – 9
Villa in Zephyrhills
4.91 out of 5 average rating, 47 reviewsModern Farmhouse with Heated Pool-Close to Lagoon
Mar 17 – 24
Destinations to explore
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