50 Best Sanibel Island Vacation rentals on Holiday Lettings - Cottages

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358 Vacation rentals

(8) Excellent 

24

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Surfsound home is tucked away off Rabbit Road and is just a 5 minute walk to deeded beach access. This beautiful spacious home offers 3 bedrooms (1 US king, 1 queen and one twin), 3 ½ bathrooms, fully equipped kitchen private screened heated pool and beautiful décor. Su …see more

from $150 / night

$1200 - $1500 / week

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from $150 / night

(1) Excellent 

24

Vacation condo with golf nearby in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
'' A STEP AWAY FROM THE BEACH '' is right on the beach , on the Gulf of Mexico , you step out the door and on to the beach , you can't get closer. This beautiful 1250 SQ.FT. ground floor , corner unit condo is well furnished with a light, bright and sunny ambiance. T …see more

from $213 / night

$1488 - $2838 / week

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from $213 / night

24

Vacation condo with golf nearby in Sanibel Island

Southwest Gulf Coast / Sanibel Island

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
''DAYDREAMING'' BEACHFRONT condo is right on the Gulf of Mexico , you just can't get away from the beach . This beautiful one bedroom beach condo is tastefully furnished with a light , bright and sunny ambiance .The moment you walk through the door and see the beach you …see more

from $184 / night

$1288 - $1988 / week

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from $184 / night

(4) Excellent 

24

Vacation condo rental

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
'' SEAS THE DAY '' condo is right on the beach , on the Gulf of Mexico , you just can't get away from the beach , you can't get closer . This beautiful 1300 SQ.FT. 3rd floor CORNER UNIT condo with 2 verandas wrapping around it, giving it a great sense of space and ope …see more

from $213 / night

$1488 - $3338 / week

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from $213 / night

24

Vacation villa with golf nearby in Sanibel Island

Southwest Gulf Coast / Sanibel Island

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This recently redecorated south facing villa is situated in a quite but central part of Sanibel called Lake Murex . It is a spacious 4 bedroom, 3 full bath villa with a large open plan living area. The veranda overlooks the lake , the pool and the garden. There's a la …see more

from $356 / night

$2488 - $2788 / week

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from $356 / night

24

Home rental in Sanibel Island with golf nearby

Southwest Gulf Coast / Sanibel Island

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Lea by the Sea is a luxurious 5 BEDROOM beach house with its own private beach and large panoramic windows overlooking San Carlos Bay . The house was completely remodeled in 2010. It has flat screen televisions in all bedrooms and a 48 inch tv in the great room. It ha …see more

from $856 / night

$5988 - $6999 / week

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from $856 / night

9

Apartment accommodation in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This excellent Timeshare waterfront resort is set on a west coast island that is world-renowned for its shelling beaches. This ground floor condo is located in Lighthouse Resort and Club --a luxury waterfront resort on the world top rated Sanibel Island, Florida . The s …see more

from $194 / night

$968 / week

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from $194 / night

18

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Spacious apartment with 2 bedrooms and 2 bathrooms. Fully equipped kitchen with washer and dryer. Large living and dining area and balcony. Beach towels and chairs available. Free WiFi. Free Use of bicycles and tennis courts. Large pool with Jacuzzi. Complex on the …see more

from $212 / night

$1478 / week

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from $212 / night

19

Vacation home with swimming pool in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 28 nights min

  • 3 bedrooms
  • Sleeps 6
  • 28 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Location, location, location! A very, conveniently located 3 bedroom, 2 bathroom pool home just steps from West Gulf Drive's Beach Access #4! "Beach Time" is located in the most tranquil and desirable neighborhood on Sanibel directly off West Gulf Drive. The beach ac …see more

from $152 / night

$1062 - $2312 / week

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from $152 / night

(26) Very Good 

16

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Come and stay at our beautiful two bedroom Sanibel vacation condo! Our condo is perfect for families of four and offers one master bedroom and a second bedroom, ideal for two kids. There are also two full baths for your convenience and a nice living room with a tropical …see more

from $135 / night

$945 - $1435 / week

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from $135 / night

(7) Excellent 

23

Vacation home in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful 2 bedroom/2 bathroom condo sleeps up to six guests. It has a gorgeous well equipped modern kitchen with all new stainless steel appliances, granite counter tops, breakfast island, and tray ceiling lighting. The master bedroom has a king size bed, remote f …see more

from $200 / night

$1300 - $2600 / week

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from $200 / night

(9) Very Good 

34

Home rental in Sanibel Island with shared pool

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
There is a two story flight of stairs leading to this beautiful first living level two-bedroom/two bath beach front condo. If offers breathtaking views of the Gulf of Mexico and can comfortably sleep six people. The master bedroom suite has a king size bed, flat screen …see more

from $250 / night

$1500 - $3000 / week

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from $250 / night

(3) Excellent 

25

Home rental in Sanibel Island with shared pool

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
PLEASE NOTE: NO SMOKING INSIDE CONDO, ON PATIOS AND ALL COMMON AREAS OF PROPERTY. NO campers, trucks, trailers, boats allowed. 2 bedroom/2 bath corner unit is on the first living level (building is on stilts and is walk-up). The corner unit offers extra windows in the l …see more

from $200 / night

$1300 - $2300 / week

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from $200 / night

(5) Very Good 

34

Vacation home with shared pool in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This spacious 3 bedroom, 3 bathroom stilted townhome provides ideal accommodations for families seeking space to relax. The open floor plan living room, dining area and kitchen are decorated in sunshine yellow with Spanish tile throughout. The living room has a sleeper …see more

from $250 / night

$1600 - $2800 / week

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from $250 / night

(2) Excellent 

26

Home rental in Sanibel Island with shared pool

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to your luxurious home-away-from home! This ground level unit was completely remodeled in great elegance and comfort! The unit has crown molding and upgraded tile throughout with new Berber carpeting in the bedrooms. Relax in the added extra den which has a quee …see more

from $200 / night

$1300 - $2600 / week

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from $200 / night

(16) Excellent 

26

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful 2 bedroom/2 bathroom third floor condo has a gorgeous angel view of the Gulf of Mexico. It offers an additional cozy den which closes off for a third sleeping area. This den has a pull out twin size sleeper sofa and remote TV. The newly remodeled kitchen …see more

from $200 / night

$1400 - $2650 / week

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from $200 / night

(13) Excellent 

18

Sanibel Island Vacation home accommodation

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This 2 bedroom/2 bathroom is a spacious corner unit (approximately 1500 total sq. feet) and offers an updated kitchen with glass top stove, plenty of counter space and formal dining room table for elegant entertaining. Owner added a Keurig coffee maker in addition to a …see more

from $250 / night

$1500 - $3100 / week

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from $250 / night

(16) Very Good 

10

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Best Rate at Blind Pass on Bowman's Beach. A large, close to 1300 square foot apartment. The condominium is fully equipped with all linens, cooking utensils as well as all appliances. Decor is casual island style. King size bed in master bedroom, two twins in g …see more

from $128 / night

$895 - $1895 / week

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Responds fast!
avg. 3 hours 34 minutes

from $128 / night

(4) Excellent 

24

Vacation home with shared pool in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
2 bedroom/2 bathroom/loft floor plan sleeping comfortably 6-8 guests. This owner has completely remodeled the kitchen, baths, and upgraded with all brand new appliances, lighting fixtures, furniture, bed and bath linens. This vacation home is professionally decorated wi …see more

from $200 / night

$1300 - $2500 / week

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from $200 / night

(1) Excellent 

21

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Sparkling Views from this two bedroom, two bathroom Gulf Front condo. If you are looking for a great location with beautiful views of the Gulf and beach this is the condo for you. While this second floor condo has older furnishings, original kitchen and bathrooms, …see more

from $300 / night

$2100 - $3350 / week

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from $300 / night

(8) Excellent 

10

Home rental in Sanibel Island with shared pool

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy the spectacular views from this direct Gulf front condo overlooking beautiful natural native vegetation of seagrapes, sea oats, and palm trees then out to the beach where warm waters wash up on Sanibel's 15 miles of beautiful uninterrupted shell filled beaches. As …see more

from $250 / night

$1400 - $3100 / week

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from $250 / night

(2) Excellent 

25

Vacation condo in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
You'll have a beautiful ocean and beach view in cozy surroundings here in A21, whether you're preparing morning coffee in the kitchen, enjoying that cup on the lanai, curled up on an overstuffed sofa, or continuing to doze comfortably in your king-sized bed. Please not …see more

from $182 / night

$1270 - $5098 / week

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Responds fast!
avg. 51 minutes

from $182 / night

(18) Excellent 

109

Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Island Beach Club, 2265 WestGulf Drive, Sanibel. Beautiful ocean view penthouse level condominium located in the Island Beach Club next to exculsive Casa Ybel Resort on upscale West Gulf Drive. 2 bedrooms with ensuite baths. (great for couples or families) Beautifu …see more

from $200 / night

$2400 - $2600 / week

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Responds fast!
avg. 3 hours 1 minutes

from $200 / night

(2) Very Good 

30

Vacation home rental

Southwest Gulf Coast / Sanibel Island

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to #1042 where it's "Just Another Day In Paradise" the theme of the decor for this fun, beachy, 2 bedroom/2 bathroom condo. There is a beautiful mural of palm trees as you walk in. To your right is the colorful kitchen which is fully equipped with all the essent …see more

from $150 / night

$850 - $1850 / week

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from $150 / night

(3) Very Good 

21

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Looking for a deal on the beach? You've found it. Updated, well appointed with granite kitchen. Breakfast bar , plus eating area . Great room with newly installed 42" Flat Panel TV & DVD opening out to screened lanai with heated pool view. Tasteful Plantation Shutters …see more

from $143 / night

$1000 - $2492 / week

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from $143 / night

28

Vacation apartment with shared pool in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Come check out this newly updated and freshly furnished 2 bedroom beauty at Loggerhead Cay within steps to the sandy beaches and the Gulf of Mexico! One step through the door you'll be in beachside heaven! This unique top floor, corner end unit boasts vaulted, beamed c …see more

from $173 / night

$1210 - $2635 / week

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from $173 / night

(7) Very Good 

38

Sanibel Island Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
Enjoy your Sanibel vacation at the relaxing and quiet Breakers West complex in a unit that has seen many upgrades in the past year. This is a very spacious unit with 1,150 sq ft for you to relax in. The complex has a very private feel with only 18 units in the buildin …see more

from $205 / night

$1295 - $2705 / week

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Responds fast!
avg. 3 hours 34 minutes

from $205 / night

(1) Excellent 

13

Sanibel Island Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This beautifully remodeled direct gulf front condo has a completely new kitchen with granite countertops, stainless steel appliances, computer desk and plenty of storage. Features include new carpeting, painting, crown moldings, window treatments, ceiling fans, full si …see more

from $253 / night

$1765 - $3525 / week

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from $253 / night

(5) Excellent 

24

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Stunning Sophistication on Sanibel Island! Welcome to Sand Pointe #214, or as it is commonly called, "Sanibel Blue Lagoon", where you can enjoy all that Sanibel has to offer in style in this Gulf-Front condominium. Here the pace is relaxed and the beaches private. Pro …see more

from $172 / night

$1200 - $3000 / week

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Responds fast!
avg. 1 hour 9 minutes

from $172 / night

24

Sanibel Island Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Gorgeous views of the Gulf of Mexico directly out of your screened-in Lanai. This two bedroom two bath condo is perfect for beach lovers. Walk out your door and onto the white beaches of Sanibel for fun in the sun. Relax at the large heated pool, walk to local restau …see more

from $146 / night

$1020 - $2250 / week

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from $146 / night

21

Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Steps to the sand! Beautifully decorated two bedroom two bathroom ground floor beach side condo. This charming condo has updated kitchen and bathrooms and porcelain tile (wood like) floors throughout. The spacious kitchen features new appliances, solid wood cabinets, …see more

from $215 / night

$1500 - $3440 / week

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from $215 / night

25

Vacation apartment rental

Southwest Gulf Coast / Sanibel Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This unit is located at the Sundial Beach Resort and is a spacious 3 bedroom, 2 bathroom condo that sits on the Gulf of Mexico with water views from the lanai. This condo offers over 1500 square feet of comfortable living space with a fully stocked kitchen and an open …see more

from $310 / night

$1590 - $2970 / week

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from $310 / night

(1) Excellent 

28

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

2 4 28 nights min

  • 2 bedrooms
  • Sleeps 4
  • 28 nights min
  • Child friendly
  • Air conditioning
Newly redecorated cottage, nestled on a lovely secluded street. Convenient to the beach (approximately one third of a mile), shopping and restaurants. To accommodate more guests you can rent COTTAGE 2 as well, great for families and kids. The unit itself is bright and c …see more

from $97 / night

$1813 / week

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Responds fast!
avg. 1 hour 49 minutes

from $97 / night

(1) Excellent 

21

Vacation apartment with shared pool in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Sanibel Surfside "Sunset" #231 is the most unique and spectacular vacation condominium!! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views!! This condo boasts 3 bedrooms/3.5 bathrooms and all the bedrooms …see more

from $272 / night

$1900 - $4045 / week

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from $272 / night

(2) Excellent 

40

Sanibel Island Vacation home rental

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy the peaceful setting of White Sands! This beach front condominium property has only 14 units and offers a heated swimming pool, tennis courts, elevator, and BBQ grills. Each unit has a two bedroom, two bathroom floor plan with screened in balconies that face out t …see more

from $250 / night

$1500 - $3200 / week

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from $250 / night

21

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Coquina Beach 5C is a very nice, updated unit with two bedrooms, two baths. 3 flat screen TV's. Located in one of Sanibel's most popular complexes Coquina Beach features a large pool and tennis. The unit is a very short distance to our world renowned shelling beaches …see more

from $134 / night

$938 - $1969 / week

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from $134 / night

(1) Excellent 

23

Apartment rental in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy the views from this Gulf Front three bedroom two bathroom tropical condo with large screened in Lanai. Directly on the white sandy beaches of West Gulf, sit back and relax while you watch the dolphins and pelicans play in the surf. This large, open condo has a …see more

from $229 / night

$1600 - $4350 / week

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from $229 / night

22

Vacation home in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
Relax in your lake front vacation home on Sanibel Island. The soothing décor, wood floors and luxury finishes in this three bedroom two bathroom home will help to relax your cares away. Located in the sought after subdivision of Sea Oats, this updated, charming home h …see more

from $172 / night

$1200 - $3400 / week

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from $172 / night

24

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Direct Gulf Front Views! This two bedroom, two bathroom condo on the first floor has been completely remodeled with top of the line finishes. Walk out the lanai and your on the beach ! Create amazing meals in the open kitchen with stainless steel appliances, updated …see more

from $300 / night

$2100 - $3350 / week

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from $300 / night

(3) Very Good 

11

Vacation apartment in Sanibel Island

Southwest Gulf Coast / Sanibel Island

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Our three bedroom, 2+ bath condo is perfect for the vacationing family. On one side of the unit is the master bedroom with queen-sized bed and ensuite bath. At the other end is another large bedroom with a queen-sized bed and a single bed. The third bedroom has twin bed …see more

from $122 / night

$850 - $2200 / week

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Responds fast!
avg. 2 hours 54 minutes

from $122 / night