Condo
10.0(155 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Pool
Ocean View
US $420/Night
7 Nights - US $2,940
Sanibel Holiday Rentals
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Compare Villas, Resorts, & Rentals in Sanibel
10.0
House
10.0(11 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
View
US $239/Night
7 Nights - US $1,672
US $202/Night
7 Nights - US $1,412
House
10.0(151 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $326/Night
7 Nights - US $2,282
Apartment
10.0(8 Reviews)
1 Bedroom
4 Guests
- Oceanfront
Breakfast- Parking
- Pool
US $301/Night
7 Nights - US $2,107
House
10.0(150 Reviews)
2 Bedrooms
5 Guests
Private Pool- Parking
- Pool
- Ocean View
US $807/Night
7 Nights - US $5,646
Condo
10.0(148 Reviews)
2 Bedrooms
6 Guests
- Private Pool
Hot Tub- Parking
- Pool
US $280/Night
7 Nights - US $1,960
Condo
10.0(145 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $411/Night
7 Nights - US $2,876
Condo
10.0(144 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $524/Night
7 Nights - US $3,671
Luxury Holiday Rentals in Sanibel
Over 2828+ Luxury Holiday Rentals in or Near Sanibel
House
9.8(7 Reviews)
7 Bedrooms
18 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $4,853/Night
7 Nights - US $33,971
House
9.6(18 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $3,404/Night
7 Nights - US $23,830
Hotel
- Hot Tub
- Breakfast
- Parking
- Pool
US $2,988/Night
7 Nights - US $20,917
Hotel
- Hot Tub
- Breakfast
- Parking
- Pool
US $2,988/Night
7 Nights - US $20,917
House
9.4(8 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,635/Night
7 Nights - US $18,444
US $2,402/Night
7 Nights - US $16,813
House
10.0(16 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,366/Night
7 Nights - US $16,565
Hotel
- Hot Tub
- Breakfast
- Parking
- Pool
US $2,254/Night
7 Nights - US $15,778
Hotel
- Hot Tub
- Breakfast
- Parking
- Pool
US $2,248/Night
7 Nights - US $15,734
Top-Rated Holiday Rentals with a Pool in Sanibel
Over 2240+ The Best Private Villas and Holiday Rentals in Sanibel with a Pool
Condo
10.0(136 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $435/Night
7 Nights - US $3,047
Condo
10.0(112 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
Balcony/Terrace
US $449/Night
7 Nights - US $3,144
Condo
10.0(108 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $275/Night
7 Nights - US $1,924
Condo
10.0(104 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $302/Night
7 Nights - US $2,111
Condo
10.0(102 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $405/Night
7 Nights - US $2,834
Condo
10.0(99 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $422/Night
7 Nights - US $2,956
Condo
10.0(97 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $333/Night
7 Nights - US $2,331
Condo
10.0(91 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $426/Night
7 Nights - US $2,983
House
10.0(89 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $425/Night
7 Nights - US $2,978
Pet-Friendly Holiday Rentals in Sanibel
Over 650+ Pet-Friendly Holiday Rentals in or Near Sanibel
Condo
10.0(31 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $509/Night
7 Nights - US $3,560
US $385/Night
7 Nights - US $2,695
US $482/Night
7 Nights - US $3,373
Condo
10.0(31 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- View
US $364/Night
7 Nights - US $2,550
House
10.0(1 Review)
2 Bedrooms
12 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $522/Night
7 Nights - US $3,654
Condo
10.0(28 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $479/Night
7 Nights - US $3,356
Condo
10.0(27 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $340/Night
7 Nights - US $2,383
Condo
10.0(25 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $349/Night
7 Nights - US $2,444
Condo
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $288/Night
7 Nights - US $2,019
Large Holiday Rentals and Private Villas in Sanibel
Over 148+ Large Holiday Rentals and Private Villas in or Near Sanibel
Villa
9.4(48 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $489/Night
7 Nights - US $3,422
House
9.4(16 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $630/Night
7 Nights - US $4,410
Villa
9.0(43 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $502/Night
7 Nights - US $3,511
Apartment
1.0(1 Review)
5 Bedrooms
14 Guests
Private Beach- Parking
- Ocean View
- Balcony/Terrace
US $234/Night
7 Nights - US $1,636
Villa
9.0(28 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $504/Night
7 Nights - US $3,525
Villa
8.8(53 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $501/Night
7 Nights - US $3,504
House
1 Bedroom
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $564/Night
7 Nights - US $3,947
House
10.0(22 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $184/Night
7 Nights - US $1,291
House
10.0(8 Reviews)
6 Bedrooms
12 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $828/Night
7 Nights - US $5,797
Wheelchair Accessible Holiday Homes in Sanibel
Over 861+ Wheelchair Accessible Holiday Homes in or Near Sanibel
Condo
10.0(83 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $343/Night
7 Nights - US $2,399
Apartment
9.5(6 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
Kitchen
Air Conditioner
US $452/Night
7 Nights - US $3,164
US $277/Night
7 Nights - US $1,942
Condo
10.0(81 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $395/Night
7 Nights - US $2,768
Apartment
9.5(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $504/Night
7 Nights - US $3,528
Condo
10.0(80 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $319/Night
7 Nights - US $2,235
Condo
10.0(75 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $447/Night
7 Nights - US $3,129
Condo
10.0(75 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $301/Night
7 Nights - US $2,106
Condo
10.0(69 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $308/Night
7 Nights - US $2,155
Sanibel Private Villas and Holiday Homes Under $200
Over 127+ Sanibel Private Villas and Holiday Homes Under $200
House
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $163/Night
7 Nights - US $1,138
US $195/Night
7 Nights - US $1,365
US $192/Night
7 Nights - US $1,343
House
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $180/Night
7 Nights - US $1,263
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Pool
Spa- View
US $182/Night
7 Nights - US $1,274
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $192/Night
7 Nights - US $1,341
Condo
10.0(2 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $175/Night
7 Nights - US $1,224
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $134/Night
7 Nights - US $935
Cottage
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $197/Night
7 Nights - US $1,379
Instantly Bookable Holiday Homes in Sanibel
Over 2107+ Instantly Bookable Holiday Homes in or Near Sanibel
Condo
10.0(80 Reviews)
2 Bedrooms
5 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $331/Night
7 Nights - US $2,318
Condo
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $460/Night
7 Nights - US $3,219
Condo
10.0(64 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $431/Night
7 Nights - US $3,014
Condo
10.0(63 Reviews)
1 Bedroom
3 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $373/Night
7 Nights - US $2,612
Condo
10.0(54 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $484/Night
7 Nights - US $3,387
Condo
10.0(54 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $402/Night
7 Nights - US $2,816
Condo
10.0(53 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $479/Night
7 Nights - US $3,356
Condo
10.0(51 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $503/Night
7 Nights - US $3,520
Condo
10.0(50 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $453/Night
7 Nights - US $3,174
Book a Last Minute Place to Stay in Sanibel
About Casai's Private Villas and Holiday Rentals in Sanibel
Discover more than 2837 vacation rentals available in Sanibel. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sanibel.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sanibel, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sanibel. On average, places to stay near Sanibel offer 749.59 ft², with nightly prices averaging US $428.
With Casai, finding and comparing holiday rentals in Sanibel is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Sanibel, FL
There are 2837 Sanibel, FL Holiday Rentals
- Prices for a holiday home in Sanibel start at US $72
- Top rated vacation home in Sanibel is FABULOUS GULF FRONT, 2/2 condo, PET FRIENDLY, 4 bikes, Pool, pickleball, tennis!
- Most popular short term in Sanibel is Sundial Beach Resort & Spa
- Cheapest place to stay in Sanibel is A Piece of Paradise - Sanibel
- Most expensive holiday rental in Sanibel is Bella Luna ~ Ultimate luxury awaits
Recently Booked Holiday Rentals in Sanibel
- FABULOUS GULF FRONT, 2/2 condo, PET FRIENDLY, 4 bikes, Pool, pickleball, tennis!
- Captain Ed's - Charming Studio at PalmView of Sanibel with Bikes
- Sunrise Serenity – Your Sanibel Island Retreat
- Gulf-Front: Dreamy Views, Renovated, Steps from Beach
- Ground Floor Condo Steps From The Beach Sanibel Island 3B1
Frequently Asked Questions About Sanibel?
What are the top holiday rentals in Sanibel?
With numerous options available in Sanibel, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sanibel:
- FABULOUS GULF FRONT, 2/2 condo, PET FRIENDLY, 4 bikes, Pool, pickleball, tennis!
- Gulf-Front: Dreamy Views, Renovated, Steps from Beach
- Chateau Blanc Beautiful Captiva Beachfront Home Pet friendly ,
- Pointe Santo Newly Renovated Gulf View Ground Floor 2BR Condo
- Sundial Resort - Magnificent Gulf View condo - B402
- Ultimate Sanibel Beachfront! Island Beach Club, Top Floor, West-Facing, End Unit
- On the Beach, Sundial of Sanibel, Gulf View Premium Condo, Oct/Nov Sale!
- Sundial F401 Penthouse Beachfront with Wrap Around Balcony
- Loggerhead 251 | Gorgeous Walk out Beach Residence | Pet-Friendly
- Lagoon & Gulf Views, Steps to the Beach, Beautifully Updated Condo
How many holiday rentals have private pools in Sanibel?
Discover a selection of holiday rentals with private pools near Sanibel with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Sanibel are best for families?
If you're searching for a family-friendly holiday home in Sanibel, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Sanibel:
How many Casai.com holiday rentals are available in Sanibel?
As of 2026, Casai boasts over 2837 properties listed in the Sanibel area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sanibel.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Beachview Country Club Estates Vacation Rentals in Fort Myers, Florida | 40 |
| The Dunes Vacation Rentals in Fort Myers, Florida | 33 |
| Shell Harbor Vacation Rentals in Fort Myers, Florida | 25 |
| Del Sega Vacation Rentals in Fort Myers, Florida | 25 |
| Tradewinds Vacation Rentals in Fort Myers, Florida | 328 |
| Murex Lakes Vacation Rentals in Fort Myers, Florida | 1153 |
| Gumbo Limbo Vacation Rentals in Fort Myers, Florida | 2547 |
| Heron's Landing Vacation Rentals in Fort Myers, Florida | 307 |
| Bright Water Vacation Rentals in Fort Myers, Florida | 1158 |
| Sanibel Isles Vacation Rentals in Fort Myers, Florida | 2181 |
| Chateaux Sur Mer Vacation Rentals in Fort Myers, Florida | 344 |
| Butterknife Vacation Rentals in Fort Myers, Florida | 2294 |
| West Rocks Vacation Rentals in Fort Myers, Florida | 818 |
| Belle Meade Vacation Rentals in Fort Myers, Florida | 544 |
| Sanibel Harbours Vacation Rentals in Fort Myers, Florida | 2193 |
| Sea Loft Village Vacation Rentals in Fort Myers, Florida | 2519 |
