Cottage vacation rentals in Captiva Island

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Top-rated cottage rentals in Captiva Island

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Guest favorite

Cottage in Matlacha

4.88 out of 5 average rating, 136 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Sep 5 – 12

G$23,963 GYD per night

Guest favorite

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

Road to driveway, light construction -Doesn’t affect house. **Complete remodel 2023 west of 41 .Fresh Saltwater heated Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach, relaxing cottage with NEW screened Lanai, 50 inch HD tv, gas grill, ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A new sofa sleeper has been added to sleep 6. Quartzite countertops with travertine floors

Sep 10 – 17

G$58,847 GYD per night

Guest favorite

Cottage in Bonita Springs

4.89 out of 5 average rating, 242 reviews

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lania. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf Fresh Decorating, Shaker Cabinets in Kitchen Full Size Refrigerator, Beautiful Shower. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

Oct 11 – 18

G$28,368 GYD per night

Guest favorite

Cottage in Englewood

4.9 out of 5 average rating, 110 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Jul 29 – Aug 5

G$29,873 GYD per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Dec 30 – Jan 6

G$44,964 GYD per night

Superhost

Cottage in Englewood

4.76 out of 5 average rating, 126 reviews

Free Kayaks! Pool & Waterfall - Steps to Beach-bb

In prime Manasota Key beach location, our talented interior designer created a super cute, open-concept studio with king bed, granite kitchen, bistro dining set & sofa sleeper. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful quiet island area.

Nov 10 – 17

G$41,210 GYD per night

Guest favorite

Cottage in Naples

4.96 out of 5 average rating, 135 reviews

Historic Coral Cottage in the Heart of Old Naples

Charming, historic cottage in Old Naples. 2 bedrooms/1 bath, 950 sf. The artist owners have decorated with colorful paintings and vintage furniture. A unique oasis in the heart of downtown Naples it appeals to those who appreciate history and enjoy the convenience of a village lifestyle but not appropriate for those seeking new and modern housing. Extremely convenient to the restaurants and shops of the 3rd Street shopping area and to the Pier and beach. No pets or children, please.

Aug 8 – 15

G$54,040 GYD per night

Guest favorite

Cottage in Fort Myers

5.0 out of 5 average rating, 150 reviews

Green Palm Cottage-A sweet get-away-Walk to town!

Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

Sep 15 – 22

G$33,462 GYD per night

Guest favorite

Cottage in Fort Myers

4.93 out of 5 average rating, 127 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

May 17 – 24

G$24,719 GYD per night

Guest favorite

Cottage in Naples

5.0 out of 5 average rating, 184 reviews

Coastal Vibes Cottage Pickleball Ct Mile to Beach

Our beach cottage, with it’s open spaces and bright beachy vibe gently reminds you of why you came! From the sunny yellow front door to the screened back lanai, this 2 bedroom, 2 bath has everything you need to kick back and enjoy your time in paradise. Located in North Naples one mile from the beach in the center of the city hustle, the completely renovated cottage shares 1.62 acres with an adjacent house and was designed for absolute privacy.

Jul 28 – Aug 4

G$40,948 GYD per night

Guest favorite

Cottage in Naples

4.88 out of 5 average rating, 155 reviews

Naples 1 mile to Beach Salt Pool Private

Come and enjoy! Great for couples or family gateaways. Clean with modern comfy beds and well equipped kitchen. Enjoy Your own heated (solar and electric) 30ft pool, outdoor shower and walking distance to pristine beach (5 min drive). Less then mile from beaches, boating, dinning, shopping, fitness, family entertiment, night life all within minutes around and at Mercado town center. Dog friendly NO SMOKING PROPERTY

Jun 20 – 27

G$31,610 GYD per night

Guest favorite

Cottage in Naples

4.94 out of 5 average rating, 140 reviews

Mango Tree Cottage close to Beach

Charming cottage with a touch of luxury close to beach and old Naples. Compleately remodled and newly furnished 2023. Originally built in 1946 the cottage is nestled in a tropical garden very close to old Naples and 5th Ave. with its many restaurants and shops. Enjoy the nearby beaches, boat tours from Tin City, sightseeing tours to the Everglades, Marco Island, Fort Myers, Sanibel Island, etc.

Dec 27 – Jan 3

G$47,032 GYD per night