House vacation rentals in Gasparilla Island

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Top-rated house rentals in Gasparilla Island

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Guest favorite

Home in Englewood

5.0 out of 5 average rating, 15 reviews

Vacation Condo- Beach Access!

DIRECT GULF FRONT, SPECTACULAR VIEWS, ONLY STEPS TO THE BEACH! Enjoy the Gulf Coast lifestyle with direct beach access. Manasota Key is famous for its old Florida charm, and relaxed, comfortable pace. This meticulously maintained, second-floor residence has been updated with a contemporary, coastal feel. Relax on your private balcony with views of dolphin, manatee, plus the seasonal turtle nesting and tarpon run. Lounge by the heated pool or walk to local shops, restaurants, and seafood market!

Apr 25 – May 2

R7,038 ZAR per night

Superhost

Home in Englewood

4.93 out of 5 average rating, 125 reviews

Stunning Home, Saltwater Heated Pool By the Beach

Stunning home meticulously maintained both inside & out. Follow the sunshine & salty air & arrive at your home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

Oct 3 – 10

R3,145 ZAR per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Feb 26 – Mar 5

R12,343 ZAR per night

Guest favorite

Home in Boca Grande

4.95 out of 5 average rating, 57 reviews

Perfect Beach House Excellent Location

Perfect Beach House, Excellent Location - Quiet Street & Very Short Walk to Beach. This Pilot Street beach house is the perfect getaway for your vacation. Three bedrooms, two full bath with a large great room and extended outdoor living space. Kitchen fully renovated (granite counters, new stainless appliances, bar stool seating). All new mattresses. The premier location in Boca Grande near the beach, walk to town, shop, dine at one of the 14 restaurants with fresh local catch...

Aug 14 – 21

R15,886 ZAR per night

Guest favorite

Home in Englewood

4.84 out of 5 average rating, 153 reviews

Manasota Key Florida House Rental

This is a ranch that has two separate units. One unit in the front, one in the back of the house. You can rent one unit or both. Each has two bedrooms and 1 Full Bathroom. The private beach is located just across the street. At the end of the street are restaurants with nightly entertainment, fun for all ages. If you are looking for other things to do, Venice Beach, Sarasota and Punta Gorda are only a 25 min drive. Ft. Myers is a 1 hour drive. Public pool minutes away.

Nov 30 – Dec 7

R2,866 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Jul 19 – 26

R9,338 ZAR per night

Superhost

Home in Englewood

4.89 out of 5 average rating, 9 reviews

Quaint Surf Cottage on Beach

This quaint surf cottage sits right on the beach, and it has all the amenities necessary for a comfortable extended stay. Situated right on the ocean, you will fall asleep every night to the sound of the waves. Enjoy time in your screen-porch with tables and chairs or a patio with chaise lounges where you can soak up the sun and witness some of the most spectacular sunsets on the Gulf coast. The Surf Cottage generally see repeat customers who love its convenience and privacy.

Nov 12 – 19

R4,806 ZAR per night

Guest favorite

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

A 2 bedroom 2 bathroom* waterfront house on Forked Creek in Englewood, Florida 2.5 miles away from Manasota Key. This is a 1,100 sq. ft. single family home on a natural deep water creek with a boat dock. House comes fully furnished and fully equipped. King size and queen size beds in the 2 bedrooms. Full size sofa and IKEA recliners in the "Florida Room", high speed wireless internet and cable and Netflix ready TV, towels, beach chairs, grill, etc. Air mattress is provided.

Sep 12 – 19

R2,526 ZAR per night

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 & 2 person kayaks for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Jul 15 – 22

R3,177 ZAR per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 54 reviews

Little Gasparilla Island Beachfront Oasis

Little Gasparilla Island (LGI) is a barrier island with seven miles of beautiful white sand beaches on the west coast of south Florida. The island is only accessible by boat which makes it the perfect getaway to relax and enjoy beach life, water sports and great fishing. There is a water taxi service or boats are available to rent to make the quick 5 minute ride from the mainland. The house is located on the beach facing the gulf of Mexico and accommodates up to 6 guests.

Feb 5 – 12

R10,648 ZAR per night

Guest favorite

Home in Rotonda West

4.9 out of 5 average rating, 10 reviews

Paradise Pool Oasis Vacation Home in Rotonda

Paradise Pool Oasis Vacation Home in Rotonda Heights Florida. New 1753 Sq. Ft, 3 bed/2 bath, private pool and lanai! Sleeps 6 guests, large kitchen and dining space. Primary bedroom with private bath and on site laundry, 2 car garage. 7 miles to Englewood Beach, and 10 miles to Boca Grande! Rotonda West is also golfers dream location with over 5 courses, one even less than 1/2 mile away. Many restaurants and tiki bars just short 5 min drive. Pets welcome(with fee)

Sep 13 – 20

R2,273 ZAR per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 5 reviews

Serendipity bohemian cottage, water view

Embark on your next adventure at this unique and serene retreat that can only be reached by boat. LGI is a barrier island off the West Coast of FL in the Gulf of Mexico between Sarasota and Ft Myers. Arrive at the island using your private boat or by boarding the water taxi, and be at our dock in just 10 minutes. There are no cars, shops, or restaurants on the island, the 7-mile beach is private and uncrowded. You can explore LGI by renting a golf cart or by walking

Jan 10 – 17

R6,743 ZAR per night