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Holiday houses in Harlem Heights

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Harlem Heights

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Iona
5.0 out of 5 average rating, 5 reviews

Lanai Pool Home w/ Spillover Spa Near Beaches

Welcome to Sunseeker, your private Florida escape designed for relaxation, sunshine, and unforgettable moments. This spacious home offers the perfect blend of comfort and coastal charm, featuring a heated saltwater pool and spillover spa inside a fully enclosed lanai—ideal for enjoying warm days, sunset cocktails, and peaceful evenings by the water. Whether you're lounging poolside, grilling on the patio, or watching local wildlife like herons and otters pass by, every moment here feels like a getaway. Inside, you’ll find inviting living spaces designed for both connection and comfort. With multiple living areas, a fully equipped kitchen, and a dedicated office space, Sunseeker is perfect for families, groups, or remote work stays. The home comfortably accommodates up to 8 guests, making it a great choice for beach vacations, winter escapes, or extended stays. One of the home’s unique touches is its seasonal fruit trees, where you may enjoy fresh oranges or mangos right from the yard—adding a true taste of Florida to your stay. Conveniently located near top Southwest Florida attractions, you’re just minutes from beaches, dining, and entertainment while still enjoying a peaceful, private setting. Quick Highlights: - Heated saltwater pool with spillover spa - Fully enclosed lanai for year-round enjoyment - Spacious home with multiple living areas - Sleeps up to 8 guests comfortably - Fully equipped kitchen for home-cooked meals - Private den/office for remote work - Outdoor grill and patio seating - Peaceful water views with local wildlife sightings - Seasonal fruit trees (oranges & mangos) - Quiet neighborhood on over half an acre - Close to beaches, dining, and local attractions Sunseeker is perfectly situated for exploring the best of the area, including nearby beaches, island getaways, and vibrant downtown experiences. Whether you're here for sun-soaked beach days, boating adventures, or relaxing poolside, this home offers the ideal home base. Things to Know: - Maximum parking for 2 vehicles - Beach gear and baby items are not guaranteed but may be available upon arrival - Furniture and décor may vary slightly from listing photos - The property is located in an area that may have ongoing construction due to recent hurricane recovery efforts - Possible impacts include noise, nearby projects, or increased traffic - Construction conditions are outside of host control and not eligible for refunds or compensation If you're looking for a relaxing Florida vacation rental with a private pool, great location, and plenty of space to unwind, Sunseeker is ready to welcome you.

FamilyLocationComfort

Top Guest favourite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guesthouse in Iona
4.98 out of 5 average rating, 241 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

LocationFamilyOutdoor spaces

Top Guest favourite
An aerial view captures the spacious home set within a private, gated community. Lush greenery surrounds the property, and a serene body of water reflects the sky. Nearby homes feature well-manicured lawns and palm trees, adding to the tranquil atmosphere of the neighborhood.
Home in Iona
4.96 out of 5 average rating, 56 reviews

Waterview! 10 minutes to FMBeach

- Gorgeous water view - Heated Pool - NO charge to heat the pool! - Private, gated community - Less than 10 minutes from Fort Myers Beach!!! - Free WiFi - Extra large home with two stories - Open, light, bright and airy! **Dedicated Concierge included to help arrange every part of your stay including transportation, private chef, decor, massages, fishing, yoga + more! We want YOU to stay with us on your trip! Tell us what we can do to host you :) Maximum Capacity for this home is 16 people.

LocationFamilyOutdoor spaces

Guest favourite
Apartment in Cypress Lake
4.9 out of 5 average rating, 154 reviews

Prime Location w/ Private Patio + Outdoor Kitchen

The best location, period. This very quiet and private one bedroom apartment has paved & shaded parking . Black out rolls on windows. Private courtyard with Gas grill, side burner sink and counter. Kitchenette with Microwave and supplies. 1 block from Publix, 3 from Costco. Walk to FSW College, Barbara B Mann theater & Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island . 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

ValueFamilyWi-Fi

Top Guest favourite
Home in Fort Myers
5.0 out of 5 average rating, 19 reviews

Sanibel Breeze 15337

Newly built private duplex unit, with fully furnished 4-bed, 3 baths, just 10 minutes from Sanibel Island and 10 minutes from Fort Myers Beach. The second unit is listed separately and may be available for larger groups. Enjoy relaxing evenings in the hot tub after a beach day or grill dinner in your private outdoor space. The home is beautifully furnished with brand-new décor and everything you need for a comfortable stay. Located near beaches, restaurants, shopping, and outdoor activities.

LocationValueCondition

Top Guest favourite
The modern kitchen features white cabinetry and grey granite countertops, equipped with stainless steel appliances including a refrigerator, oven, and dishwasher. A large sink is situated beside a window, with soft overhead lighting illuminating the space.
Condo in Iona
4.92 out of 5 average rating, 77 reviews

peaceful retreat with all the amenities

Welcome to your private first-floor condo in a small, quiet community just miles from Ft. Myers Beach and the Sanibel Causeway. Enjoy a coffee or glass of wine on the secluded lanai surrounded by palm trees or relax by the heated pool. This unit is newly painted and renovated and sleeps up to 6 people comfortably. You will find a fully stocked kitchen and in-unit washer and dryer. Bedrooms and living room are equipped with flat screen smart tv's and secure, high-speed internet is provided.

LocationFamilyAccess

Guest favourite
Home in Fort Myers
4.93 out of 5 average rating, 29 reviews

Luxury Mansion! 6ksqft, Pool, Gym, Near Beach

Welcome to Your Fort Myers Dream House! • Luxe 6000 sq ft. 6BR home. 1 acre flat grass yard, fully equipped gym, game room & 8 smart TVs. • Ideal for large groups or 2-4 families with 10 beds, sleeps 16+ & multiple dining areas. • Great location: 5-15 minutes to beaches, 5 golf courses, dining/restaurant areas, nearby grocery stores • Pool table, pingpong table, Playstation 4, foosball, basketball mini game, BBQ grill, poker mat & chips, pool basket and volley net, yard soccer set

LocationFamilyLayout

Top Guest favourite
The exterior of the home is shown, featuring a light-colored facade with a blue front door. Manicured landscaping surrounds the driveway, which leads to a two-car garage. Palm trees and shrubs create a welcoming appearance in the serene environment.
Home in Iona
4.92 out of 5 average rating, 48 reviews

Flip Flops & Bottle Tops. Less 4 miles to beach

Get away from the stressors of reality and escape to the luxury of this Fort Myers rental. This 3-bed 2-bath plus office. The property boasts an open-air floorplan allowing guests to feel the Floridian flow in the screen-in lanai. Whether you head to the Sunshine State for boating ,fishing or rest and relaxation this is the home for you. Enjoy Captiva Village or Sanibel Island restaurants from this amazing location. Our house is less than 4 miles to the beautiful beaches.

LocationValueBeach

Top Guest favourite
An aerial view captures a spacious two-story home nestled in a private, gated community by a serene waterfront. Lush palm trees and meticulously landscaped gardens flank the driveway, leading toward the entrance. The tranquil water reflects the surrounding greenery, enhancing the peaceful setting.
Holiday home in Iona
4.96 out of 5 average rating, 81 reviews

5 Bdrms! Waterview! 10 minutes to Fort Myers Beach

- Gorgeous water view - Heated Pool - NO charge to heat the pool! - Private, gated community - Less than 10 minutes from Fort Myers Beach!!! - Free WiFi - Extra large home with two stories - Open, light, bright and airy! **Dedicated Concierge included to help arrange every part of your stay including transportation, private chef, celebration decor, massages, fishing trips, yoga + more! We want YOU to stay with us on your trip! Tell us what we can do to host you :)

LocationFamilyBiking

Guest favourite
Home in Fort Myers
4.95 out of 5 average rating, 402 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

ValueFamilyHeating

Top Guest favourite
A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.
Home in Cape Coral
4.97 out of 5 average rating, 325 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

LocationValueLong stay

Top Guest favourite
An inviting exterior view of the home is displayed, showcasing a single-story structure with a light-colored façade and a blue front door. Lush greenery surrounds the property, complemented by palm trees and well-maintained flower beds. The sky is partly cloudy, adding to the tranquil setting.
Home in Iona
4.97 out of 5 average rating, 58 reviews

Fort Myers Beach and Sanibel in minutes

Great location! Just 8 minutes to either Fort Myers Beach or the Sanibel Causeway! Very desirable neighborhood. Walk to bars, restaurants, Target, or the gym. Lots of beach equipment is included and even a couple of eBikes to explore the area. The community pool is just down the street. Recently renovated. The extra touches like the plush queen memory foam mattresses, the comfortable furniture, and new ceiling fans really make a difference.

ValueFamilyCleanliness

Popular amenities for Harlem Heights holiday rentals