
Pet-friendly holiday rentals in Estero Island
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Top-rated pet-friendly home rentals in Estero Island
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Waterfront Luxury | Walk to Beach | Heated Pool
For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

Walk to Beach! Updated home w/ POOL & SPA
Walk to beach- Classic 1950's beach cottage updated with modern conveniences, including newer HEATED pool & spa! Home has 2 bedrooms w/ King & Queen beds, new queen sofa sleeper, updated and fully-equipped kitchen with granite and new stainless appliances, as well a huge island with a wine refrigerator and coffee/bar with a dual Kuerig coffee maker, any glass you will need, juicer for fresh OJ and a beverage refrigerator! TV's in all bedrooms, LR, outdoor TV, firepit & more! FMB Reg#2256

Heated pool home Mid Island Short walk to beach
New to the rental market! This stylish retreat is perfect for families or groups with plenty of space to unwind. Featuring 4 bedrooms with 2.5 bathrooms, you’ll enjoy comfort and privacy throughout your stay. Perfectly located mid-island, just a short walk to the soft sands of FMB. Out back, a huge pool on the canal and large patio provide the ultimate spot for swimming and soaking up sun. Private parking and all the essentials for a seamless stay. Book today. Prime dates won’t last long!

Beach Cottage w/ htd pool + The Beach is in sight!
Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Beach, pool & fun times @ the Blue Lagoon!
You just found the perfect spot for your vacation at Fort Myers Beach. Located in a quiet neighborhood street, but very close to everything. Only a 3 minute walk from the sparkling white sugar sand of Fort Myers Beach, one block from Times Square, great restaurants, bars and shops. This listing is 2 connecting, 2-bed apartments -the perfect solution for 2 families traveling together, or a larger group. Comfortable & well equipped, you'll find everything you need for a relaxing stay.

Fort Myers Beach Sunset Nest
Sunset Nest | Pool, Walk to Beach & Times Square Bright, breezy, and ready for memory-making. This property offers a spacious, sunlit interior with a birds-eye view of the rebuilt, refreshed, thriving Fort Myers Beach neighborhood. Walking distance to the beach and Times Square allows for easy access to shops, dining, and waterfront strolls. The private pool area is just steps away from the main living space. Swim, soak, repeat as you unwind under Fort Myers Beach’s famous skies.

Escape to your Happy Place-pool, 6 bed 2 1/2 bath
We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round PET OWNERS! Must click on and read “ guest access”

Island Time | Primo Dr, Steps to Beach, Gulf Views
Island Time on Primo Drive 🌴 2 minute walk to the beach & Gulf. 2 minute walk to Margaritaville. 5 minute walk to Times Square. A cozy stilted beach retreat with Gulf sunsets from the front deck, canal views from the screened lanai, and a dock out back for boaters. 3 bedrooms, modern open living, outdoor decks & hang-out spots, and a walkable location that among the very best on Fort Myers Beach! 250 steps to the beach 365 steps to Margaritaville 680 steps to Times Square

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.

Modern City Loft in Downtown River District
Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Waterfront Canal Cottage Near Fort Myers Beach
Unwind at this bright, 2020-built canal-front cottage minutes from the sand and surf. The open kitchen and living area feature quartz counters, a cozy fireplace, and comfy furnishings for two bedrooms and two full baths. Soak in the private hot tub on the screened patio, watch boats cruise the canal, or call a golf cart ride to the beach and waterfront restaurants. In-unit laundry, central AC, and great views make this an easy home base for sun, sand, and salt life.

Luxury Home, Steps to the Sand! Pet Friendly!
Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!
Popular amenities for Estero Island pet-friendly home rentals
Pet-friendly house rentals

Boater’s Paradise | Pool/Private Dock/Dog friendly

Naples Dream Getaway w/ a view !

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Beautiful Pool Home Fort Myers Beach Pet Friendly

Intervillas Florida - Bayshore Villa

Barefoot Breeze 2

Steps to BEACH/POOL/Downtown

Stunning Coastal Home with Pool, Steps to Beach
Pet-friendly home rentals with a pool

100+ 5 Star Reviews and Right on The Beach!

Modern Gulf-view Condo - Steps to Sand

Relax FMB Gulf views/ pool Beautiful 2B/2B condo

Mediterranean Waterfront Estate on Caloosahatchee

Modern Coastal Home w/ Pool & Game Room

Tropical Paradise Home with Pool - Walk to Beach

Bahia Villa | Coastal Waterfront Retreat Pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
Private, pet-friendly home rentals

The Tequila Sunrise at Lazy Way

Downtown 3rd Street Retreat Lookout—Steps to Beach

INTRODUCTORY PRICE! 4 BR Steps from private beach

Barefoot Bay House | Steps to Beach

Waterfront 2/2.5: Beach .4mi+Game Room+Shared Pool

Quaint backyard sanctuary - New pool

“Steps to Sand! Modern Cozy Apartment

1min walk to beach, BBQ, Free Parking, Beachgear
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