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Vacation rentals in Estero

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Top-rated vacation rentals in Estero

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

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Home in East Naples

4.93 out of 5 average rating, 201 reviews

Château 11 mins to 5th ave beach &heated salt pool

Welcome to Naples ! Come enjoy this tranquil property right outside of old naples with 11 min drive to the beach and a heated pool right in your backyard, it cant get better than this . The house offers amazing comfort for 6-9 people . Designed with comfort in mind , the beds are hybrid memory foam with hypoallergenic pillows that help a great night sleep after a long relaxing beach day. This house is not suitable for parties or large gatherings. Freshly repainted , updated new linens & drapes

Rental unit in Fort Myers Beach

4.98 out of 5 average rating, 106 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

Home in Captiva

4.94 out of 5 average rating, 106 reviews

Welcome to Paradise!

Come visit paradise in this amazing newly remodeled property in Sunset Captiva! Kitchen, appliances, and modern touches coupled with a very private property situated for peace and tranquility. A modern single-family vacation home in a beachfront-to-bayfront community with new tennis/pickleball courts, pool, and marina with new state of the art dock and boat slips. You cannot find a better location to enjoy Captiva Island. Look for the iguanas in the trees that cover the screened in porch!

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories

Condo in Park Shore

4.91 out of 5 average rating, 156 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Home in Caloosahatchee

4.98 out of 5 average rating, 120 reviews

Huge Heated Pool/Fully Stocked/Prime Location

Catch your beach vibes at this newly renovated airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Coastal Jersey Shore girl beach cottage meets Southwest Florida, where your dog babes are welcome! We just renovated the entire house after Hurricane Ian so you'll get to enjoy a brand new kitchen (and huge island), bathroom and luxurious memory foam beds. Our pet fee is $75 per stay. 2 dogs max. NO cats please.

Home in Cape Coral

4.97 out of 5 average rating, 149 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Home in Naples Park

4.93 out of 5 average rating, 129 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Home in Naples Park

4.98 out of 5 average rating, 132 reviews

Beachside Bungalow! Beautiful Pool Home- Remodeled

Welcome to Paradise! Recently renovated, adorable 3 bedroom/2 bath home. Fenced in backyard, heated pool, ultra private backyard. Enjoy your vacation in the pool under the screened lanai or head off to the beach for sun, surf and beautiful sunsets. The home is located just over a mile from Vanderbilt Beach & Delnor Wiggins State Park, as well as close to shopping/dining at Mercato, The Ritz Carlton, La Playa resort, and more.

Villa in Naples

4.84 out of 5 average rating, 177 reviews

In Town Naples Zen Retreat

In Town Naples Location. Close to shopping , Dining Old Naples and Mercato. You will not find a more centralized location for all of Naples main attractions. Clam Pass and Lowdermilk beaches are very close by. This property has just been renovated from top to bottom with a coastal chic flare. Stocked with everything you will need during your vacation. Private fenced rear yard is set up like your own resort.

Home in Fort Myers

4.88 out of 5 average rating, 214 reviews

The Beachy Retreat

This is the ultimate getaway for our guests. Our cozy newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Just a short 10 min drive to all the best beaches (Sanibel Island and Ft. Myers Beach), shopping locations, and more!

Home in Fort Myers Beach

4.95 out of 5 average rating, 125 reviews

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.

Vacation rentals for every style

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Hotels

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Popular amenities for Estero vacation rentals

Laptop-friendly workspace

Stay near Estero's top sights

Lovers Key State Park280 locals recommend

Miromar Outlets349 locals recommend

Coconut Point218 locals recommend

Bonita Beach Dog Park104 locals recommend

Hertz Arena44 locals recommend

Koreshan State Park44 locals recommend

Other great vacation rentals in Estero

Camper/RV in North Fort Myers

4.95 out of 5 average rating, 42 reviews

Waterways Escape

Home in Bonita Springs

4.97 out of 5 average rating, 36 reviews

House at Bonita

Home in Park Shore

4.78 out of 5 average rating, 67 reviews

Villa Alhambra

Home in Vanderbilt Beach

4.93 out of 5 average rating, 75 reviews

Key West home less than 1 mile from the beach

Home in Fort Myers

4.94 out of 5 average rating, 96 reviews

SWFL: Lake McGregor Home - Entire Home!

Home in Naples Park

4.97 out of 5 average rating, 34 reviews

Serenity retreat * the ultimate luxury getaway

Home in Cape Coral

4.98 out of 5 average rating, 47 reviews

Heated Pool, Sleeps 10! 4 bedroom 7 beds 2bath

Home in Cape Coral

4.94 out of 5 average rating, 53 reviews

Casa Sevilla, heated pool, sleeps 9, 4/3, pets F

Quick stats about vacation rentals in Estero

Total rentals
140 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
110 properties have a pool

Frequently Asked Questions

Where should I stay in Estero?
Make yourself at home in Estero by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in The Villages at Country Creek, and over 220 vacation rentals in Corkscrew Woodlands.
Are there vacation rentals with a dedicated workspace in Estero?
Yes! Work meets play with ease at over 70 vacation rentals in Estero featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Estero?
Four-legged friends are welcome in Estero. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there Estero vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Estero, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Estero?
Experience the best of Estero with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Estero have a gym?
Absolutely! We offer over 30 condo rentals with a gym in Estero. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Estero have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Estero. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Estero have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Estero. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Estero?
Estero has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Estero?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a gym, over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore