
Holiday rentals with a pool in San Carlos Park
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Carlos Park
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Hezekiah's 2 Story Guesthouse with Pool
Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Resort Style Pool Adj Beds-Wilder Sunset Views!
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Group Friendly-King/2 Queens-Pool Access-BBQ-FGCU
Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

20 min to the beach! Pool, fire pit, 3bd/2.5ba
*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

Living on the Green
This newly renovated 3 bed 2 bath pool home is located on a lovely golf course. The pool area faces beautiful sunsets and is not heated. During the day the sun warms it to 80 unless the weather is cooler or rainy. The home is near shopping, restaurants at Gulf Town Center and Coconut Point. Beaches in Bonita or Fort Myers Beach close by. Pool table w/ table tennis option in garage. For the summer months I have added a mini-split A/C unit for the master suite for additional comfort.

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

LisMay Paradise / Pool Heated/ Tropical /Relax
LisMay Paradise🧘🏻♂️🏝️Pool, Ranch & Tropical Relaxation.Pool is HEATED Welcome to this peaceful and unique retreat designed for relaxation and comfort.This corner home features a master suite a beautiful outdoor area with a private pool to enjoy the sunshine The outdoor grill,fire pit,the ranch-style create an authentic and tropical experience 25 minutes to Bonita beach 15 min to Coconut Point Mall 15 min to Fort Myers International A 10 min Florida Gulf Coast University.

Private pyramid home to relax and explore-7021
Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

Blue Beach Bungalow
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

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.
Popular amenities for San Carlos Park rentals with a pool
House rentals with a pool

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Wellington Escape

Private 2BR Suite w/ Separate Entrance

Luxury Oasis with Private Pool!

Renaissance Oasis Retreat

4BR Waterfront Home w/ Heated Pool & Private Dock

Lovely home nestled near Sanibel & Ft. Myers Beach

Relaxing Riverside Pool Home
Apartment rentals with a pool

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Amazing Condo-1 mile from Bonita Beach

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other holiday rentals with a pool

3 bed/2 bath Saltwater Pool House Near Everything

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

Mini Golf • Heated Pool • Near Beach Prime

Florida Vacation-Fort Myers-Pool-Gated Community

17th Floor Riverfront • Downtown • Pool & Gym

3 BR Heated Pool House with Boat Lift

Explore close summer beaches. Cozy, clean, fun!

Hidden Gem with Pool. Perfect for Family Getaway
When is the best time to visit San Carlos Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 SGD | $249 SGD | $281 SGD | $173 SGD | $184 SGD | $157 SGD | $171 SGD | $155 SGD | $148 SGD | $152 SGD | $166 SGD | $190 SGD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about holiday rentals with a pool in San Carlos Park

Total holiday rentals
Explore 100 holiday rentals in San Carlos Park

Nightly prices starting at
San Carlos Park holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 4,090 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of San Carlos Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Carlos Park rentals

4.9 Average rating
San Carlos Park stays are highly rated by guests – averaging 4.9 out of 5!
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- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Stump Pass Beach State Park
- Blind Pass Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
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- Montura Ranch Estates
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Barefoot Beach State Preserve
- Coconut Point





