Vacation rentals in Chokoloskee Island

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Top-rated vacation rentals in Chokoloskee Island

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Superhost

Apartment in Bonita Springs

4.74 out of 5 average rating, 66 reviews

Entire Charming Rental@ Bonita Springs

NEW! Cozy Tuscany studio is the best beach escape rental nestled in Bonita Springs, FL. Located less than a mile away from the best white sandy beaches Spacious studio, plush Queen bed, dishes, pots, linens, smart TV, secured WIFI, hair dryer & organic toiletries. Located between Fort Myers& Naples. Includes beach chairs, umbrella and cart. Foldable bed for xtra guest. Walking distance to great restaurants, boat rentals to watch dolphins/manatees, shelling, sunset Go Golfing or fun night life.

Superhost

Apartment in Bonita Springs

5 out of 5 average rating, 4 reviews

Osprey Suite- Cute Cottage Fenced Yard Pet Friendl

Perfectly situated in close proximity to both downtown Bonita Springs and Barefoot Beach, this 2 BR /1 BA unit is the ideal destination for your next vacation! Fully renovated in 2024, this unit boasts high-end finishes and decor and aims to please even the most discerning of guests. This is part of a private multi-unit complex located in a quiet, residential area of Bonita Springs and features a large fenced-in backyard with grill, fire pits, hammocks and more... Pet-friendly for up to 2 dogs.

Guest favorite

Home in Naples

4.97 out of 5 average rating, 73 reviews

Naples Park, Beautifully Remodeled,1 mile to Beach

Beach house getaway, Brand New heated pool, 4 bdrs. 3 mins to Wiggins State Park Beach, 6 mins to Vanderbilt Beach(Public access). Located in Naples Park, everything is within minutes, beaches, restaurants, supermarkets(Whole Foods,Trader Joes, Publix & Walmart) Mercato 5 mins away, 5th Avenue, 15 mins away. Fully self-contained, with everything you could need including beach gear. Your home away from home awaits, Beach paradise vacation is here, fun with the whole family at this stylish place.

Guest favorite

Home in Bonita Springs

5 out of 5 average rating, 16 reviews

Casa Bonita by the Sea

Indulge in a dream vacation at our 3-bedroom oasis near one of Florida's top beaches. Inside this brand new home, bask in natural light and chic decor. Unwind on the reclining sofa, step outside to your private paradise with a saltwater pool, infinity spa, and outdoor kitchen. The master suite offers luxury with pool access, soaker tub and shower. Enjoy nearby beach activities, hiking, shopping and dining. Every detail is designed for your relaxation. Book now for the ultimate coastal retreat!

Guest favorite

Home in Naples

4.98 out of 5 average rating, 55 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

Guest favorite

Home in Naples

4.8 out of 5 average rating, 10 reviews

#Walk2Beach 3BR PALM VILLA 9465 Mercato Beaches

Welcome to 9465 Palm Paradise 3BD/2BA! Palm Paradise 3BD/2BA is located less than a mile away from both the beautiful and popular Vanderbilt Beach and the spectacular Delnor-Wiggins Pass State Park, two of the area's top-rated beaches. Located in the desirable Naples Park neighborhood, the home is also close to the Mercato, an open-air center with restaurants, bars, a cinema, Whole Foods, and shops. Near the Tamiami Trail (41), you can easily explore everything Naples has to offer.

Superhost

Home in Naples

4.7 out of 5 average rating, 10 reviews

Paradise Point - 1 Mile to the Beach!

With 3 bedrooms, 2 full baths, and plenty of room indoors and out for enjoyment. The Master is cool and spacious, with a King size orthopedic bed, ample closet space, soft-toned coastal décor, and an adjacent bath with a shower/tub combo. Bedroom two features a Queen bed and traditional wicker furnishings, bedroom three has an inviting Twin/Full bunkbed great for the kids and the living room offers a cozy queen pull out sofa. Complimentary House Attendant on call during your stay!

Guest favorite

Condo in Bonita Springs

4.81 out of 5 average rating, 27 reviews

Stay In The Penthouse--Spectacular Views & Sunsets

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Guest favorite

Home in Naples

4.95 out of 5 average rating, 59 reviews

Blue Tides Inn

Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation with a tropical pool. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Guest favorite

Home in Bonita Springs

4.7 out of 5 average rating, 10 reviews

Stunning Lakefront Solar Heated Pool & Spa House!

Your perfect getaway awaits! Escape to tranquility in our beautifully updated 3/2 lakefront retreat with a solar heated pool and spa! This remodeled peaceful gem is nestled on a serene, private lot with breathtaking lake views. Just 7 miles to the pristine Bonita Beach and minutes from, shopping, and dining. Don’t miss out on this extraordinary retreat where comfort meets nature. Book your stay today and experience the ultimate in relaxation and luxury!

Superhost

Villa in Naples

4.81 out of 5 average rating, 37 reviews

#Blocks2Beach Lower 2BR2BA PALM VILLA Close2 #RITZ

Amazing newly renovated 2 bedroom/2 bath Palm Villa Apartment that sleeps 4-5 people. Luxury kitchen, dining room, spacious living room & a sunroom that can be closed off for an extra guest on pull-out sofa. Just stroll a few blocks to Vanderbilt Beach, SUNSETS, & the Ritz Carlton Beach Resort. Sun glamour and the sparkling sand are waiting for you! Easy rental close by for bikes, kayaks, SUP, jet skis, boating, tennis, shelling & activities galore!

Guest favorite

Home in Marco Island

4.98 out of 5 average rating, 297 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

This dream getaway home is located in the heart of Marco Island with everything you need for an unforgettable trip! Enjoy the convenience of being only minutes away from South Marco Beach, with its white sand and clear blue skies, and the best restaurants such as Da Vinci's, Marco Prime, The Snook Inn, The Oyster Bar and shopping on the Island! Wind down your day watching breathtaking Western exposure sunsets from your own waterfront patio and dock...