House holiday rentals in Gasparilla Island

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Top-rated house rentals in Gasparilla Island

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Guest favourite

Home in Englewood

4.98 out of 5 average rating, 107 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

LOCATION! Best on island! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen smart TV's in every bedroom with Xfinity & free fast Wifi. Private over sized lot & lanai w/ new furniture, outdoor quiet oasis w/ hammock, 2 dining tables, chairs & gas grill. 3 bikes, beach chairs, towels, and toys. 1 mile to Manasota Key public beach.

19–26 Apr

€ 530 per night

Guest favourite

Home in Englewood

5.0 out of 5 average rating, 25 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

22–29 Oct

€ 596 per night

Guest favourite

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!

11–18 Sep

€ 396 per night

Superhost

Home in Englewood

4.93 out of 5 average rating, 123 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.

7–14 Dec

€ 211 per night

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 106 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

30 Oct – 6 Nov

€ 775 per night

Guest favourite

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...

1–8 Apr

€ 922 per night

Guest favourite

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.

6–13 Jun

€ 175 per night

Guest favourite

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.

24 Nov – 1 Dec

€ 530 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.

8–15 Dec

€ 340 per night

Guest favourite

Home in Englewood

4.96 out of 5 average rating, 103 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.

12–19 Sep

€ 166 per night

Guest favourite

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.

23–30 Jun

€ 194 per night

Guest favourite

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.

1–8 Apr

€ 638 per night