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Condo vacation rentals in Estero

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Top-rated condo rentals in Estero

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Condo in Naples

4.84 out of 5 average rating, 133 reviews

Top Floor, A+ Location, Club Membership Included!

Lakeside, top floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, Publix, dining, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Tennis Club membership included at no cost, including larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop, match making through proshop, bocce ball, pickle ball, sauna

Condo in Fort Myers Beach

4.96 out of 5 average rating, 70 reviews

Beautiful Ft Myers Beach Condo ~ STEPS FROM BEACH

Come stay at this newly decorated waterfront condo close to the beach, shops, dining & marina all within a block from the condo. The condo is located on the so end of Ft Myers Beach with pristine baby powder beaches & Lovers Key State Park is a short drive or bike ride away. FMB is on Estero Island & is 7 miles long. You will be able to watch breathtaking sunsets at the beach, which is just at the end of the street & relax from your private lanai watching boaters & dolphins playing FMB#21-0219

Condo in Vanderbilt Beach

4.91 out of 5 average rating, 11 reviews

Naples Vanderbilt Beach - Southbay Getaway 5 Star!

Location! Location! Location! You are right in the heart of Vanderbilt Beach - North Naples. The beach is a 4 min walk. The renowned Ritz Carlton is your neighbor. A private gated community with gorgeous water views. Upscale shopping and dining are just minutes away. This tastefully decorated 1100 sq ft 2BDR/2BA condominium is equipped with everything you’ll need. Just bring yourself, your suit and flip flops. Monthly rentals available in season (Jan-Mar). Weekly rentals available off season.

Condo in Captiva

4.62 out of 5 average rating, 63 reviews

South Seas Bayside Villa 5234

Captiva Island Bayside vacation rental condo. Pool, beach, tennis, WiFi. 1 bedroom/2 bathrooms. 2 full beds in the bedroom. Spacious living room, dining area and full kitchen. Everything nicely updated. Private screened lanai with water views of the marina and bay just beyond. Short walk over to the sandy beaches. Rent a golf cart and get around the resort easily as well as nearby shops and restaurants. Full resort access not available. Association pool, hot tub, nearby beach always included.

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!

Condo in Bonita Springs

4.81 out of 5 average rating, 27 reviews

Stay In The Penthouse--Spectacular Views & Sunsets

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Condo in Bonita Springs

4.99 out of 5 average rating, 103 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Please note: There is CONSTRUCTION on the grounds of premises daily. New pools are estimated to be complete and available for use by early January 2025.

Condo in South Naples

4.96 out of 5 average rating, 99 reviews

Cool Condo for your Cozy Stay

Perfect vacation! This 2 BD, 2 BTH condo is conveniently located to all Lely resort amenities: gorgeous pool, clubhouse with a great equipment for workout, 4 Star Rated Flamingo and Mustang golf Courses, tennis courts and Sam and Snead's Bar & Grill overlooking the course. Free rounds are available from May to Oct. location is perfect-close to stores, restaurants, and a short drive to beaches (Marco or Naples) & Naples downtown. Enjoy! License # DWE2103418

Condo in Park Shore

4.82 out of 5 average rating, 17 reviews

The Club at Naples Cay #202 Oceanft * Sunset View!

Welcome to Naples Palm Breeze! Beautiful remodelled 2 bed, 2 bath beachfront condo located inside the gated community of Naples Cay. Condo boasts beautiful views of the Gulf of Mexico and only steps from the beach! Building includes hot tub and heated pool, sauna, steam room, fitness centre, shared BBQs, and clay tennis courts. All beach essentials provided for your enjoyment! Shopping and dining nearby at the Venetian Village Waterside Shops.

Condo in Bonita Springs

4.86 out of 5 average rating, 21 reviews

Beach Lover's Paradise |Peaceful Condo| Prime Area

Looking for a relaxing stay close to the beach? This Luxury condo is packed with amentities and in a prime destination. Enjoy the gorgeous Barefoot Beach-Bonita beach only 3.6 miles away, as well as a short drive to- Naples, Estero, Fort myers, Waterside shops, Mercato, Coconut Point, and Downtown Bonita! In this wonderful neighborhood, get a well deserved relaxing stay in a second floor condo complex. Lanai with lake view and sunsets!

Condo in Burnt Store

4.89 out of 5 average rating, 61 reviews

Burnt Store Marina Condo *Cape Coral/Punta Gorda

Fabulous SW Florida ground level (no stairs), locally owned and operated condo on the Gulf conveniently located between Cape Coral and Punta Gorda, just 20 min to Punta Gorda Regional Airport. Sunshine, Pool, Marina, Ship Store and Water Front Dining just steps away! With the most Prime Fishing, Sailing and Sunsets in Florida. Burnt Store and Heritage Golf Courses, Restaurant, Shopping all within 1/4 mile for you to enjoy

Condo in Captiva

4.76 out of 5 average rating, 38 reviews

Chic Marina View Residence at South Seas with Bike

Gorgeous Harbor front unit in the Bayside Villas complex of South Seas Resort featuring panoramic marina and bay views, plush master quarters, well appointed living area, and a comprehensive kitchen. Fully renovated in 2024, you will be among the first to experience all of the beautiful updates that make this unit a comfortable, updated vacation destination! 2 adult bikes available for guests to use during their stay.

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Popular amenities for Estero condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Vanderbilt Beach

4.87 out of 5 average rating, 83 reviews

Naples Beach Getaway

Condo in Fort Myers

4.85 out of 5 average rating, 13 reviews

Beautiful two bedroom condo in Venetian Palms

Condo in South Naples

4.67 out of 5 average rating, 12 reviews

Sunny Coral Falls With Vibrant Tropical Colors

Condo in South Naples

4.74 out of 5 average rating, 27 reviews

2/2 King Suite/Lely Golf Resort

Condo in Fort Myers Beach

4.93 out of 5 average rating, 41 reviews

Captain's Bay Condo that Sleeps 8

Condo in Sanibel

4.7 out of 5 average rating, 179 reviews

ON-SANIBEL 4 Kayaks 4 Bikes Wi-Fi - WATERFRONT

Condo in Park Shore

4.98 out of 5 average rating, 44 reviews

The Club at Naples Cay 501 - Gulf Views

Condo in Naples

5 out of 5 average rating, 3 reviews

Location! Location! Location!

Pet-friendly condo rentals

Condo in Caloosahatchee

4.89 out of 5 average rating, 176 reviews

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Condo in Sanibel

4.73 out of 5 average rating, 126 reviews

Sanibel Romantic Getaway

Condo in North Fort Myers

4.84 out of 5 average rating, 107 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

Condo in Naples

5 out of 5 average rating, 9 reviews

Lovely 2-Bdr w/Patio, Lake Park!

Condo in Sanibel

5 out of 5 average rating, 8 reviews

Loggerhead 2BR/2BA Beach Front Condo w/ 3Bikes

Condo in South Naples

5 out of 5 average rating, 19 reviews

Luxurious Golf Condo W/ Resort Pool and Amenities!

Condo in Vanderbilt Beach

5 out of 5 average rating, 47 reviews

Cozy, spacious & family friendly. 3 mins to beach

Condo in South Naples

4.94 out of 5 average rating, 17 reviews

Naples lake view condo at Lely golf resort!

Condo rentals with a pool

Condo in Fort Myers

4.73 out of 5 average rating, 70 reviews

Sunny Florida condo!

Condo in South Naples

5 out of 5 average rating, 27 reviews

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool

Condo in East Naples

4.88 out of 5 average rating, 17 reviews

Lovely 2 bed 2 bath condo in east Naples with Pool

Condo in Bonita Springs

5 out of 5 average rating, 4 reviews

Chic 3 BR Condo on Water with Pool Close to Beach

Condo in Fort Myers

5 out of 5 average rating, 33 reviews

5 star review condo

Condo in Naples

5 out of 5 average rating, 13 reviews

Lovely 2 Bedroom Condo with Tennis Courts & Pool

Condo in South Naples

5 out of 5 average rating, 23 reviews

Lovely 2-bedroom condo with pool

Condo in Naples

4.79 out of 5 average rating, 39 reviews

Sunset on the balcony

Quick stats about condo rentals in Estero

Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
170 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore