Villa vacation rentals in Englewood

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Top-rated villa rentals in Englewood

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

*NEW MAY 30% OFF* Family BEACH Villa 2KING/2BTH*

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Jun 18 – 25

G$33,042 GYD per night

Guest favorite

Villa in Englewood

4.97 out of 5 average rating, 90 reviews

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!

Newly updated beach villa on highly sought after Manasota Key is perfect for your next getaway! Sleep comfortably with 2 king beds & bunk room! Property is right on the beach & less than 100 steps front door to the water! Location, location, location! Work from paradise with hi-speed internet & desks. TVs w/ cable, fully equipped kitchen, & full size W/D. Only 12 units in the whole complex! Amenities include a large heated pool, grills, outdoor showers, & only a 5 min walk to shops & dining.

Nov 22 – 29

G$108,073 GYD per night

Guest favorite

Villa in North Port

4.98 out of 5 average rating, 44 reviews

Heated pool, King bed, Beach 25 minutes away

Escape to your own private sanctuary in Sarasota County. Our home is an oasis designed for rest and relaxation. Indulge in the comfort of a solar-heated pool and a screened-in lanai, perfect for soaking up the sun or enjoying peaceful evenings under the stars. Conveniently located just around 30 minutes away from Manasota Beach our home is your gateway to unforgettable experiences on Florida's stunning Gulf Coast. Ready to enjoy this beautiful home and unwind pool side? Book with us today!

Aug 30 – Sep 6

G$40,008 GYD per night

Guest favorite

Villa in Englewood

4.97 out of 5 average rating, 35 reviews

Exquisite Fun Villa, Pvt Pool, Game Rm,6 min-Beach

Discover Ocean Breeze Luxury Villa in Englewood, a serene haven near stunning beaches. Enjoy the private pool, Tiki bar, and fun-filled game room. This retreat offers high-speed Wi-Fi, a gourmet kitchen, and cozy accommodations for eight. Ideal for families or groups, it's perfect for beach outings, golfing, and local adventures. With ample space for relaxation and activities, every moment becomes a cherished memory in this Florida paradise. Bring ur Boats! Nearby canal access

Dec 26 – Jan 2

G$70,467 GYD per night

Guest favorite

Villa in Rotonda West

4.94 out of 5 average rating, 17 reviews

Stunning Villa in Golfer's Paradise/Canal Views

Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a smart TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

Jan 22 – 29

G$41,757 GYD per night

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 7 reviews

Charming,Spacious 4/2, Heated Pool with Canal View

Forget your worries in this spacious and serene space. Experience the Florida lifestyle and create some memories at this unique and family-friendly home. Situated in the convenient Rotonda West Subdivision in the heart of a golfing community. Just minutes away from the beautiful beaches of Boca Grande and Englewood. Split floor plan with Master and private bath on one side for extra privacy. Living room, dining room, and both bedrooms open to patio and pool view.

May 8 – 15

G$38,326 GYD per night

Guest favorite

Villa in Venice

5.0 out of 5 average rating, 22 reviews

Stunning Villa-heated pool & spa-very private

Are you looking for the perfect home away from home on the Gulf? We invite you to stay at our stunning, private and beautifully furnished villa, located in a quiet neighborhood, close to some great Gulf beaches, shopping restaurants and golf courses. The home features the perfect split floor plan for maximum comfort. Just pack your flip flops and enjoy your stay. The outdoor oasis is very private and comfortable and features a heated saltwater pool and a spa.

Jan 17 – 24

G$119,494 GYD per night

Guest favorite

Villa in Englewood, Charlotte County

5.0 out of 5 average rating, 5 reviews

Englewood Beach Villa - Walk to the beach!

This beautiful home is nestled between Lemon Bay and the Gulf of Mexico, with Englewood Beach less than a 5-minute walk. There are plenty of dining and entertainment choices, all within walking distance. Villa has a very nice, heated community pool. Also, if you don't feel like walking, get in touch with Stumpy's free ride serving the Manasota Key area. We require a 1-week min rental on this property & minimum age of primary renter is 30 year old.

Dec 9 – 16

G$48,969 GYD per night

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 50 reviews

Gulf Coast Floridian Villa with Pool

Bring the whole family to this great place with lots of room for fun. Stylish and spacious, 4 bedroom villa with a heated pool has everything you will need for your stay in the Florida sunshine. Located in a quiet neighbourhood there are many beaches, bars and restaurants, a short drive away. Enjoy a BBQ on the patio with a view of the golf course. A swim, a cycle ride on the nearby Cape Haze Trail or soak up the sunshine. You’ll never want to leave.

Apr 9 – 16

G$49,911 GYD per night

Guest favorite

Villa in Englewood

4.92 out of 5 average rating, 111 reviews

Magnificent Waterfront! Kayaks-Pool-Beach! gs

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

Oct 20 – 27

G$32,654 GYD per night

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 39 reviews

Secluded Paradise,Heated Pool,Beaches and Golf n.

Our stunning retreat is designed for comfort and relaxation - with a spacious living room, fully equipped kitchen, and inviting bedrooms that can accommodate up to six guests. Enjoy the serenity and privacy of a pool area without neighbors, perfect for unwinding in peace. Savor delicious outdoor dining and stay connected with high-speed internet via STARLINK. Don't miss out on this amazing opportunity to escape to paradise.

Oct 4 – 11

G$39,588 GYD per night

Guest favorite

Villa in Siesta Key

4.91 out of 5 average rating, 139 reviews

Mermaid Villa Ocean Front!

Beautifully renovated ocean front Villa with sweeping views. Beautifully appointed with all amenities! Step out of this Tommy Bahama furnished villa and cross the street 100 yards to the ocean. Beach chairs, umbrellas are there for your use.

Oct 22 – 29

G$163,761 GYD per night