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Browse Select San Carlos Island Holiday Homes

Our top choices for San Carlos Island holiday homes

Top Location w/direct gulf access. Newly renovated kitchen and bathrooms

9.8 out of 10, Exceptional, (63)
"This is a great property. Quiet neighborhood which we wanted and yet close enough to everything we needed. Owner is available and helpful and on top of any problem immediately! Well stocked with everything needed. Comfortable beds. Plenty of storage areas for your things!! We were blessed with great weather to enjoy the beautiful lanai! We hope to be back next year to enjoy again!"
Top Location w/direct gulf access. Newly renovated kitchen and bathrooms

South Seas Bayside Villa 5130: Your Perfect Island Retreat

8.8 out of 10, Excellent, (15)
"Beautiful apartment "
South Seas Bayside Villa 5130: Your Perfect Island Retreat

3-bedroom vacation home just steps from Periwinkle Way

2.0 star property
10.0 out of 10, Exceptional, (5)
"Ibis Lane is centrally located- within walking distance of shops, restaurants, and ice cream! The house is spacious and laid out nicely for guests to have their own space. Situated on a dead end street, it’s perfect for kids and dogs. My great niece and nephew had a ball riding their bikes, and visiting “ Cheeburger Cheeburger” to put a quarter in the huge gumball machine. Denise answered all questions and got back to me right away. She also added many thoughtful touches to her home to make...
3-bedroom vacation home just steps from Periwinkle Way

Steps to BEACH/POOL/Times square

9.8 out of 10, Exceptional, (11)
"We really enjoy staying at this property. It was very clean, comfortable, and with everything you need to enjoy your stay, complete kitchen, bathroom with shampoo and conditioner, beach towels. Very well located, walking distance to beach and downtown/restaurants. I would stay here again."
Steps to BEACH/POOL/Times square

Full Home. Pool. Country Club Setting. Close to Beach & All. No Addl Owner Fees.

10.0 out of 10, Exceptional, (115)
"Nice place with beautiful pool area. "
Full Home. Pool. Country Club Setting. Close to Beach & All. No Addl Owner Fees.

LA Casa Chiquita Bord DE L'eau , Animaux Acceptés Piscine Jacuzzi SPA

2.0 star property
10.0 out of 10, Exceptional, (15)
"We had an excellent stay & experience. The house & property was beautiful. And the stay was seamless & easy. Thank you "
LA Casa Chiquita Bord DE L'eau , Animaux Acceptés Piscine Jacuzzi SPA

50 Seahorse Beach House: Pool & Walk to Beach!

9.8 out of 10, Exceptional, (9)
"Very comfortable and everything we needed was supplied "
50 Seahorse Beach House: Pool & Walk to Beach!

Stunning Gulf Front Beauty!

9.8 out of 10, Exceptional, (26)
"Private, Comfortable, heated pool and hottub were wonderful. "
Stunning Gulf Front Beauty!

Sunny Waterfront Oasis: Your Dream Pool Home with Southern Exposure

10.0 out of 10, Exceptional, (113)
"As described on VRBO site. Everything clean; great cookware and amenities for in-dining with family."
Sunny Waterfront Oasis: Your Dream Pool Home with Southern Exposure

Tropical Retreat in Southwest Cape Coral

9.8 out of 10, Exceptional, (67)
"Nice Vacation"
Tropical Retreat in Southwest Cape Coral

Fall Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!

10.0 out of 10, Exceptional, (24)
"We loved staying at this property. The house was spotless with every amenity a family could need. The location cannot be beat! Direct shot to Naples, Bonita Beach, all of the restaurants and stores. It was so nice to have the lanai and pool for our kids to unwind after the beach. Our host was incredibly helpful, friendly and communicative from the booking through checkout. "
Fall Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!

GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!

10.0 out of 10, Exceptional, (31)
"We had the best time staying here for the week! The home had everything we could possibly need while traveling with a 3 year old and 9 month old. We spent most of our time out by the pool! The property manager so quick to answer any questions we had too. Loved every minute of our stay and hope to be back!"
GULF ACCESS Canal Home, with HEATED POOL, HOT TUB, TIKI HUT on dock. SLEEPS 10!

261 Charming 3BR, Heated Pool, Beach Access

9.8 out of 10, Exceptional, (48)
"This property was just great! Fully equipped in the house and all you can need for a trip to the beach or a day in the pool. Great location that is walkable to the beach and town center."
261 Charming 3BR, Heated Pool, Beach Access

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

10.0 out of 10, Exceptional, (95)
"Wonderful property and owner!"
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Beautiful Villa Lake View! Heated Pool, Spa & Kayak’s🐠 Simply Wonderful!

10.0 out of 10, Exceptional, (206)
"What a great place to stay and it is so well organized! This house does have everything! "
The price is £419
includes taxes & fees
25 Aug - 26 Aug
Beautiful Villa Lake View! Heated Pool, Spa & Kayak’s🐠 Simply Wonderful!

WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

4.0 star property
9.8 out of 10, Exceptional, (85)
"We enjoyed our stay at this property. It was clean, and within walking distance to everything!"
WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

Modern canal-front luxury with pool, patio, grill, dock, Ping-Pong, AC, & WiFi

9.0 out of 10, Wonderful, (27)
"Vacation with six adults and two children, lots of space to spread out. The pool and outdoor space was great. My only complaint is that the pool did not hold temp over night and took a little bit of time in the morning to heat back up. Not great for those earlier swimmers. Kitchen was fully functional great location close to everything we needed."
Modern canal-front luxury with pool, patio, grill, dock, Ping-Pong, AC, & WiFi

Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach

9.4 out of 10, Exceptional, (59)
"We had this house and a neighbour house for 12 guys in total and spent one of best trips ever. Best with this house are the many bedplaces with individual beds."
Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach

Heated Pool, Lanai, Bikes & Beach Gear, Near Beach, Dog Friendly, Fully Stocked

9.8 out of 10, Exceptional, (29)
"Combined visiting our son with some R&R. This property worked perfect, especially loved the pool!"
Heated Pool, Lanai, Bikes & Beach Gear, Near Beach, Dog Friendly, Fully Stocked

Island Townhouse steps from the ocean, large lanai, heated pool - Summer AVAIL

10.0 out of 10, Exceptional, (21)
"We are back again for another great week on Sanibel! Hosts are super accessible and accommodating, property was perfect for us! plenty of space! Loved it! We will be back! "
Island Townhouse steps from the ocean, large lanai, heated pool - Summer AVAIL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Carlos Island Hotel Reviews